supernotnatural2005

[supernotnatural2005]

original fine shyt

[supernotnatural2005]

Aww thank you pip 🥹, thank you for being so supportive on this journey! 💗

Yes, it’s not over! 🤪💗💗

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

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Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.”

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me throughout this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

TYSM Beaks 🥹💗

I had tears during the wedding. Like so perfect. And I just knew you were gonna throw in a pregnancy (how, idk, i'm just psychic I guess). But I was not expecting an announcement about a sequel. And I'm SO FLIPPING EXCITED.

Haha, it was the only way I could think to continue this lil adventure with these two 😅, and I think its going to be a wild one 🫣

I'm so damn happy you enjoyed this series/ending 🥹, I can't wait to share more of these two and thank you for all your support and lovely comments throughout! it means a lot!!! 💖

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

Main Masterlist

Series Masterlist

Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.”

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me through out this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

Hehe! Thank you Faith! 🥹 i just couldn’t let these two lie 😅. And it was just making me think of that scenario whilst writing it 😂

But i can’t wait to dig into the next chapter for these two, and thank you for sticking around with me through this journey 💗 ily!

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

Main Masterlist

Series Masterlist

Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.”

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me throughout this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

Holy moly this was hot 🥵😍

And why are they so cute!? Her greeting him all giddy and excited and planning that little movie date night 😩, adorable!

But then that heat gets dialled the heck up! I love the fact he takes pride in the fact she uses the toy because she misses him 🥹 because i can guarantee there’s no need for it when he is there!

The sight alone is enough 😅❤️‍🔥

But him crawling in behind her and guiding her when she gets a little unsure about the initial watching, gahhh! It’s so intimate and hot, and cute and i just… 😭😭

And don’t even get me started on the fingers 👀 it’s a running thing atm because we all know about them digits

I absolutely loved this Liane! ❤️

Welcome Home

nsfw prompts, send in a character + a number

PAIRING: Dean x Fem!Reader GENRE: Smut (18+ CONTENT) TO NOTE/WARNINGS: mentions of (healed) injuries, PWP, established relationship, (guided) masturbation, dirty talk, sex toys, fingering, not proofread WORD COUNT: 2.8k PROMPT: 10) finding their partner’s sex toy/toys and making them play with it in front of them A/N: based on an anon's request, ty! CREDIT & LINKS: dividers by cafekitsune ─〃★ join the taglist ─〃★ Dean Masterlist

You were sitting on the bed, legs crossed, compact mirror in one hand, mascara wand in the other. Maybe it was a little silly, but you wanted to doll yourself up extra nicely today.

Dean’s been away for two whole weeks, working on this super complicated case several states over. You, on the other hand, had been stuck at the Bunker thanks to an annoying injury for the whole duration of his absence. A busted ankle rendered you bed-ridden for a while and Dean, ever the worried boyfriend, was strict about your healing process.

Thus, you stayed behind, unable to do much except twirling your thumbs and calling him every day.

Fourteen lonely days, every single one feeling like torture.

Even though your leg’s been fully healed since a couple of days, Dean insisted that you should take it easy. Restless as you were, however, you offered to tag along, join him after all.

His response you couldn’t have anticipated.

“I’m on my way home already,” he said through the phone, the curl of his lips audible. “Surprise, sweetheart.”

You immediately dropped everything.

That thick novel you’ve been reading? Shoved back onto the shelves. Your warm cup of tea to comfort that empty feeling in your chest? Left behind to cool entirely. Blanket? Who needed that when soon you would have your boyfriend’s arms back around you!

You nearly tripped over your own two feet as you rushed to your wardrobe. If you’d manage to break another bone in the process of exchanging your pyjamas for something nicer, Dean wouldn’t let you hear the end of it.

However, in your giddiness you could not be bothered to care.

Dean informed you that he’d be at the Bunker in an hour or two, which was just enough time to prepare everything. Like cleaning your room and making yourself presentable.

Absorbed in your own world, you hummed along to your playlist as you did the finishing touches of your makeup. Though, when your door creaked open, you squealed— half surprised, half flustered.

“You’re early,” you huffed, though the wide smile and the brightness in your eyes belied your attempt at scolding him.

You jumped up from the bed, practically flinging yourself into his arms. His eyes almost appeared greener than you remembered, or maybe you just missed the color so badly that seeing it again made your heart flutter even more than usual.

“My bad,” he played along with a chuckle and the deep rumble of his voice sent your pulse skyrocketing, “Want me to leave again and come back later?”

“Don’t you dare, Winchester,” you retorted, grin still wide on your tinted lips. Before he could even think about abandoning you again, whether in jest or not, you pulled him into a kiss, the familiar taste of him melting your heart right away.

Despite being worn down after a long drive and an even longer hunt, Dean soaked up your excited welcome, mimicking the effortless smile you wore.

“I missed you,” he mumbled against your mouth with a relieved sigh.

“Missed you too,” you whispered back, connecting your lips with his in another chaste kiss.

“I can tell,” he grinned, leaning back only to scan you up and down. You had picked one of his old Metallica shirts, paired with a denim mini-skirt. One that left him no choice but to whistle.

“Two weeks without me and you turn into a caveman,” you quipped teasingly. Still, that look of approval and desire caused your skin to tingle.

“Can’t blame a guy for appreciating his pretty girl,” Dean shrugged, boyish grin plastered across his face. “You look like a work of art.”

“And the canvas isn’t even done yet,” you chuckled. “Can you grab my lipgloss from the bathroom real quick?”

Dean didn’t respond for a second, too busy taking in the sight of you. His hands lazily trailed up and down your sides, testing the material of his shirt, the fabric old and worn and falling softly over those irresistble curves of yours. You were asking the impossible of him—no way did he want to pull away from you for even just another minute.

“What’s the point if I’m gonna kiss it off that pretty mouth anyway?,” Dean tested, wiggling his eyebrows playfully.

“Hold your horses, Cassanova,” you clicked your tongue with that flustered grin of yours, shyly shoving at his shoulder to nudge him towards the bathroom. “It’s the cherry flavored one, your favorite.”

Dean’s eyes lit up to match the flirtatious sparkle in yours, both thanks to the heavenly sound of your laugh and your little promise.

“Should’ve said so sooner, sweetheart,” he hummed with that wide, giddy grin of his. Though he did not let you off the hook that easily — giving you another peck, along with a well measured squeeze of your ass that had you yelp and giggle again — he turned on his heel and retreated to the bathroom.

“Gotta freshen up a bit anyway,” was the last thing you heard him mumble.

As for you, you swiftly finished the last bits of preparations. The moment you learned he’d finally come home, you knew just how to welcome him back properly. Microwaved popcorn, some slices of greasy pizza, one or two of Dean’s favorite old Western classics.

“Steve McQueen or John Wayne?,” you called as you were shuffling through the DVD collection in the box, which usually sat under your bed. You’d found it pulled out already and, what can you say, sometime’s not tidying up immediately has its perks.

And sometimes it’s a bulletproof set-up for failure.

Dean returned just then, though it’s the rasp of his voice that grabs your attention rather than the steps of heavy boots you expected to appear behind you.

“Wanna tell me what this is?”

Curious, your head turned to him. Your gaze fell on his frame first, much closer than you thought he’d be and half-naked. He’s washed the grime off his skin, which thus was slightly damp and smelled like the perfect blend of citrus and spice.

Once finally managing to peel your eyes off his broad chest, your eyelashes flickered upwards. Though your heart sank right to the bottom of your stomach as you realized what he was holding might’ve been pink, but it definitely wasn’t your lipgloss. Instantly the shade of your cheeks matched the silicone toy he waved around.

Your Satisfyer. Of course, you’d just cleaned it in the bathroom and forgot to put it away. Hence that box not being stashed away yet either.

“I can explain,” you muttered shyly, almost timidly and tense, though your defensive response earned you just a smirk from Dean.

“Relax, sweetheart,” he hummed. “Didn’t say I was mad.”

He turned the small vibrator in his hands, once, twice, eyeing it with curiosity. Not anger. Not disgust or any of that.

“Didn’t know you owned one of these,” he spoke, casually, as if he didn’t just jumpscare the shit out of you by wiggling your sex toy in front of your face.

You’re not sure what prompted you to even attempt defending yourself: “I only use it when I miss you too much…” While justifying why you had it, that explanation certainly didn’t make you feel any less exposed.

A thick silence followed, so heavy between you you could hear your own blood rush through your ears. The blush crept from your face to your neck, darkening into a tomato-red.

Dean stared at you as if you’d grown a second head, and you couldn’t possibly maintain eyecontact with him anymore. Although, when you averted your gaze, he lifted your chin up again, looking down at you with an intensity that overwhelmed you.

“When you miss me,” Dean echoed, voice low and laced with something dangerous. Something proud. Like the secret you just revealed equated to you handing him a trophy.

Shyly, you nodded. Barely.

“You’re thinking of me when you’re touching yourself, sweetheart?” His words had you shudder. And swallow. Thickly. Though your throat remained dry and you didn’t trust yourself to speak up just yet.

“Hmhm,” you hummed quietly, nodding again. Wasn’t it self-explanatory? Of course you were. It was always him you imagined in those moments. It was always his touch you wished would explore you. His hands, mouth, thick cock—

“Show me,” Dean spoke, holding the item out for you.

Bewildered, you blinked at him, unsure if you understood correctly.

“Wh-what?”

He took a step forward, towering over you in a way that made you feel small, but desired all the same. Instinctively, you staggered backwards, until the back of your knees hit the edge of the bed, causing you to sit down.

“Show me what happens when you miss me, sweetheart,” Dean elaborated, placing the toy in your lap and then pulling back.

Your eyes, wide with shock, never left him as he pushed a chair over to the bed and made himself comfortable, sitting there leaned back and ready to enjoy the show.

“But I— You…”

Dean tilted his head, one hand reaching out to tuck a strand of hair behind your ear. “What? I wanna see my girl make herself feel good. Just do it like you normally would.”

It’s not that you were uncomfortable with the idea, knowing he’d never push you to anything you don’t want. It’s rather that his request made heat pool at your core, so fast that it made you dizzy. He couldn’t possibly hold you getting so flustered against you.

This felt like a damn ambush, one that made your brain short circuit.

Hearing the gears turn in your head, Dean leaned forward, supporting his elbows on his knees and tilting his head. “Not your cup of tea, sugar?”

Damn bastard knew what he was doing, letting his wolfish eyes roam your body like you were some frozen-in-the-headlights deer. The low rumble of his voice was enough to make you instinctively squeeze your thighs together.

“No— I mean yes? Just…,” you stuttered, making a complete fool of yourself. This was uncharted territory. You knew your body and how to explore it. Dean knew your body and how to explore it. But in this constellation, the alignment of stars painted a new picture.

While you didn’t want to admit how awkward you felt, not wanting to sound lame, Dean understood without you having to spell it out for him. He got up from the chair and settled on the bed instead, making himself comfortable right behind you.

Biting your lower lip, you let his arms circle around your waist and pull you closer until your back was pressed flush against his chest. The heat of his skin seeped through your clothes and you relaxed into his embrace right away.

“This okay?,” he whispered, the gentleness of his voice contrasted only by the brush of his stubble against your cheek. As his fingertips slipped under your shirt, erasing the tension from your middle, you leaned back into him even further.

“More than okay,” you answered, voice soft but sure.

You felt the smile tugging at his lips against your neck, along with the kiss he placed there. Slow and deliberate. Reassuring you while his fingers made quick work of your skirt’s button. He unfastened it, helping you lift your lower half to slip the denim down and taking your panties right with them.

Both items discarded onto the floor, you shifted into a more comfortable position. You settled between Dean’s legs and slowly spread your own, following the guide of his palms that stroked the plush of your thighs.

“Show me, please?”

The way he asked for it had your heart and pussy flutter in tandem. That desperate edge to his tone, the subtle twitch of his fingers against your inner thighs — as if he was itching to touch you himself, but wanting you to do it instead.

You bit your lower lip and pressed the toy’s switch, its soft buzz making both yours and Dean’s breath hitch.

You guided the vibrator to your slick folds, your center already throbbing with anticipation. Dean’s chin settled on your shoulder, eyes glued to your ministrations. Having him watch you at your most vulnerable, such a private moment suddenly so intimate, it drove you to the brink of insanity.

“You’re tellin’ me this is what I’m missing every time I’m gone?,” Dean huffed through a clenched jaw, absolutely mesmerized by the sight in front of him. You, all splayed out for him, letting yourself fall apart, unwavering trust behind your actions.

A whine left your lips as you shook your head shyly.

“No?,” he hummed, hands still tracing lazy circles over your thighs, occasionally lifting your oversized shirt out of the way.

“Mmh, ‘s different when you’re here,” you replied in between ragged panting.

“Different how?”

“Better.”

You had no idea what those words did to him. Or maybe you did, judging by the way you arched your back and pushed your hips back, just to feel the tent in his boxers.

“What’s it like when I’m not here?” Maybe Dean was pushing his luck, asking you to share the most scandalous of your thoughts, wanting a glimpse of your fantasies. Or maybe he was pushing your buttons in just the right way, relishing in the flush of your cheeks and the tremble of your lips. “What’re you imagining then, baby? Bet you wish it was me touching you, right?”

The moan bubbling from you was broken but beautiful, accompanied by another nod of yours.

“Use your words, sweetheart.”

You angled the toy up slightly until the ring suctioned right over your clit, pressure and friction so delicious you sobbed softly.

“Wish you’d fuck me, keep thinking ‘bout your cock filling me,” you rambled to your own surprise.

“Keep it up, and I might,” Dean chuckled lightly behind you, his only reward for now another kiss to your flushed skin.

Eager to please him, more than pleasuring yourself at this point, you turned up the setting. Though your thighs twitched, you kept chasing the feeling. Your hips automatically bucked into the smooth surface of your toy. It was practically drenched already, glistening with your essence.

“So fucking pretty,” Dean rasped, large hands holding your legs open from behind.

You whimpered, throwing your head back against his shoulder as the pressure between your thighs became nearly unbearable. Dean used the opportunity to plant wet, hot kisses across your neck, burying his nose in the curve of your shoulder.

“Doing so good, baby,” he whispered. “Just a little longer, can you do that for me?”

“Dunno, ‘m so close,” you cried, coil in your lower stomach so damn tight, so damn close to snapping.

“’s alright,” Dean purred, his own hand maneuvering their way between your legs. You yelped softly as you felt his fingers collect your wetness and run right through your slit. “Almost there.”

Overwhelmed, you almost squirmed away, but his grip on you was iron, his words whispering sweet affirmations into your ear. How pretty you looked. How good you felt. How perfect you were. And the best part about it? He was actually, really, right there—not some flicker of your imagination, not the ghost of his touch or the memory of his voice.

Dean slipped one finger inside of you, then added a second one. His thrusts were steady, a welcome scratch to the itch you could never quite manage on your own. A soothe to your nerves only Dean was able to accomplish. He was making you sing and curse and worship his name with your voice.

“Let go for me,” Dean spoke, talking you through it as all that you managed were moans and slight thrashes.

He pushed you over the edge with ease, catching you all the same in the storm of your orgasm. The intense crash of heat washing over you caused one of your hands to grasp his wrist—you weren’t entirely sure whether you were trying to make him slow down or asking him to keep going.

Dean slowed his movement, the pulsating of your heat subsiding gently until all that was left was you, sweaty and shaking in his embrace.

“Good to be back,” Dean quipped jokingly, sealing your long awaited reunion with another lock of your lips.

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Amongst other things… 👀😅 i hope you enjoyed this one 💗🤗

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

Main Masterlist

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Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.”

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me through out this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

Dean Winchester Tag List (part 2)

@krazykelly @lori19 @roseblue373 @spxideyver @beakaleak32

@sir-thisisadndserver @livingdeadblondequeen @ibrowjo @multiversefanfics @miss-marmalade

@ablondehoe @dingo-ate-my-hot-lettuce-crazy @saturnsooya @lunaleah @cupidzbunny

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

Main Masterlist

Series Masterlist

Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.”

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me through out this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

The Arrangement - Chapter Ten (End)

Pairing: Dean x Reader

Summary: Two years have passed since you and Dean finally lay everything out on the table, a lifetime of love and friendship, and it's about time it's made official.

Word Count: 8.2k

Warnings/tags: Smut (18+) Fluff!! Emotions are high in this one! and a surprise ending...👀

AN: Alright guys! We have officially reached the end of this series! It's been a ride and I'm so grateful for those who stuck around till the end and rode this journey with me! 🥹 It was my first time writing a full series and I hope you guys enjoyed this as much as I have! 😭❤️ (gifs not mine, found on google)

P.S. This chapter was originally 3k… 😉

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Series Masterlist

Dean exhaled sharply, rolling his shoulders as he stood in front of the mirror, adjusting his tie for what had to be the hundredth time. The reflection staring back at him felt surreal—like he was looking at someone else. Someone settled. Someone whole.

He huffed out a quiet laugh, shaking his head. If someone had told him two years ago that this was where he’d end up—with you—he’d have called them crazy.

A knock at the door pulled him from his thoughts.

Sam stepped in, already looking dangerously glassy-eyed.

Dean smirked. “You gonna cry, Sammy?”

Sam huffed a laugh, shaking his head as he stepped forward, resting a hand on Dean’s shoulder. “Just… proud of you, man. And happy for you. You deserve this.”

Dean swallowed. He hadn’t expected the weight of the moment to hit quite like this, but suddenly, it did. All those years—the two of you orbiting each other, pushing and pulling, too damn stubborn to admit what was obvious to everyone else. For so long, he’d been afraid to want this, to believe he could have it. But now?

He shook his head, smirking. “Jesus, if you start bawling, we’re gonna have to seat you in the back.���

Sam laughed, shoving him lightly before pulling him into a tight hug. Dean clapped his back, holding onto the moment longer than he’d admit.

Then, the door swung open again, and the rest of his friends poured in—Benny, Cas, Gabe—all wearing varying degrees of smug grins.

"Well, well, well," Gabe drawled. "Look at you, all cleaned up and looking respectable. Never thought I’d see the day."

Dean rolled his eyes, but Benny clapped him on the back. “You ready for this, brother?”

Dean didn’t even hesitate. “Hell yeah.”

Then, the door opened one last time, and John Winchester stepped in.

The room quieted just slightly—not out of tension, but out of the weight that John always carried with him. His gaze swept over Dean, taking him in.

“How you doin’?” John asked.

Dean let out a breath as he smoothed his hands over the invisible wrinkles in his suit jacket. “Good. A little nervous, but… good.”

John nodded, stepping closer. His sharp hazel eyes softened as he studied his son, and after a beat, he shook his head with a quiet chuckle.

“You know,” John started, rubbing a hand through his thickening beard, there was more and more grey beginning to run through it now, “I knew she was the one the moment you brought her home.”

Dean huffed a little shocked. He never thought his father paid much attention to his relationships, unless Dean was asking for advise about something. John had always been the kind of father who seemed absent, out of the loop per se but, if you ever needed him, poof he was there.

“Yeah?”

John smirked. “Damn right. You trailed after that girl like a puppy since the moment you met her.”

Dean scoffed, shaking his head. “That’s not true.” It was. But Dean wasn’t about to admit that, he had to keep some dignity at least.

John let out a low laugh, glancing toward Sam, who was already grinning. “Oh, it is. Everyone saw it—hell, you’d look for any excuse to be near her. You’d act like it wasn’t a big deal, but soon as she walked in a room, you lit up like a damn Christmas tree.” He chuckled along with the other men in the room, and then added,

“And if she so much as smiled at another boy?” He blew out a breath, like it was the damnest thing. “You’d sulk for hours.”

Benny let out a laugh, and Cas muttered a “it’s true” whilst Sam and Gabe outright cackled.

Dean huffed, rubbing the back of his neck. “Alright, alright, let’s not turn this into roast-the-groom day.”

John’s smile lingered for a moment before he took a breath, his expression growing more serious. “You know, that’s how it was for me with your mom.”

Dean blinked, straightening slightly at the sudden shift in tone.

John nodded. “She had me wrapped around her little finger before I even knew what hit me. Still does.” His voice softened. “Women like that, they keep you on your toes. They challenge you, make you work for it. But, son, there’s nowhere else you’d rather be. Nowhere better to be.”

Dean swallowed hard, something thick settling in his chest. He didn’t think he’d ever heard his dad talk about his Mom like that—not in a way that was this raw, this honest.

John held his gaze. “You found something rare, Dean. Something worth everything.” He let out a quiet breath. “I’m proud of you, kid.”

Dean felt his throat tighten, but before he could find the words to respond, John pulled him into a firm hug.

It caught Dean off guard for half a second, but then he exhaled, sinking into it. His dad wasn’t a man of easy affection—not by a long shot—but when he did something like this, it meant something.

And it warmed Dean straight through.

John clapped his back before stepping away, clearing his throat. “Now, let’s get you married.”

Meanwhile...

You smoothed your hands over the fabric of your dress, breathing in deeply as you stood in front of the mirror. The reflection staring back at you barely felt real.

The dress was perfect—elegant but effortlessly you. Every delicate detail, every soft fold of fabric. It was another thank you to Jo and her wizardry in dress picking.

Your fingers brushed over the locket resting against your collarbone—the one that had belonged to your mother, the one Dean had returned to you. It was your something old, something borrowed, and as you held it gently, your heart ached with the weight of her absence. But there was comfort in knowing that a part of her was with you today.

Behind you, the room buzzed with excitement as all the ladies in your life gathered.

“Holy shit,” Jo breathed, eyes wide and a little watery as she took you in. 

Charlie joined her, the both of them clinging to each other like proud aunts. 

Jess, ever the romantic, clasped her hands together, beaming. “You look absolutely stunning.”

Mary stepped forward with a warm smile, adjusting your veil with careful hands. Her touch was gentle, but you didn’t miss the slight tremble in her fingers.

“You’re glowing, sweetheart,” she murmured, voice thick with emotion.

She lingered, taking you in with soft eyes. Mary had been like a third mother to you for as long as you could remember—always there with quiet wisdom, unwavering support, and a love that felt just as fierce as if you were her own.

“I’ve watched you grow into this incredible woman,” she continued, blinking back tears. “And I’ve always known—always—that you were meant for my boy. No one else could love him the way you do.” A watery smile pulled at her lips. “And God knows, he needs someone like you.”

Your throat tightened, emotion swelling in your chest.

Mary cupped your cheek, her touch featherlight. “I’m so proud of you. And I know, without a doubt, that you and Dean are going to build something beautiful together.”

You let out a small, shaky laugh, squeezing her hand. There was a nervous energy thrumming beneath your skin, but it wasn’t the bad kind—it was the kind that came with knowing something life-changing was about to happen.

Then, a soft knock on the door.

Ellen and Bobby stepped inside, and the moment Ellen saw you, she gasped. Her expression softened as she reached for your hands.

"You look beautiful, baby." Her voice wavered just slightly, and when you saw the glisten in her eyes, it nearly broke you.

Ellen Harvelle never cried.

But today, she did.

"You always were a handful," she teased, blinking rapidly as if to stop herself from full-on sobbing. "But damn if I ain’t proud of the woman you’ve become. How grateful I am to be your mother.”

You bit your lip, fighting back the wave of emotion threatening to ruin all of Jess’s hard work on your makeup. You squeezed Ellen’s hands. "I love you, mom."

"I love you too, sweetheart.” She pulled you into her arms, holding you tightly, and for a moment, you just let yourself be held.

Jess sniffled. "Damn it, you’re making me cry already!”

A collection of watery chuckles rippled through the room as you pulled back, watching Jess and the other women dab at their eyes. But when Bobby stepped forward, the laughter faded, replaced by something heavier.

He looked at you, and for the first time in your life, you saw him struggle for words.

“Ah, kid…” Bobby murmured, voice thick as he took you in. “Your mom… she’d be so damn proud of ya.”

Your throat tightened instantly, tears pricking your eyes for the millionth time that morning. You pointed at him warningly. “Nope. Don’t you do that. Do you know how long this took?” You gestured to your face in emphasis.

A chuckle rumbled from Bobby’s chest, but the warmth in his eyes didn’t fade. He stepped closer, squeezing your hand.

“I mean it. You’re gonna be the best thing that ever happened to that idjit. Not that he don’t already know it.”

A watery laugh bubbled from your lips. “Thanks, Dad.”

Bobby cleared his throat, shifting slightly. “Now, uh… before we go, I just need to make sure you’re sure about this. ‘Cause once you marry into that family, there’s no gettin’ out."

“It’s true.” Mary added with a shrug and a chuckle.

You smirked. "Well, damn. And here I was thinking I could just return him if I changed my mind."

Bobby snorted as everyone else laughed. "You’re stuck with him, sweetheart." He sighed, squeezing your shoulder. "But I gotta say… I don’t think he’d ever let you go, even if you tried."

Your heart clenched, warmth spreading through your chest, because you believed so too.

"You ready?"

You took a deep breath, exhaling slowly and then—

“More than ever.”

The first notes of Canon in D drifted through the air, soft yet powerful, carrying with them the weight of the moment. The murmur of the guests faded, the world narrowing to the centre aisle where one by one, your loved ones took their places.

Sam stood tall at Dean’s side, ever the loyal brother and best man, while your bridesmaids passed Dean with knowing grins. He barely registered them, too caught up in the pounding of his own heart, in the way his fingers curled and uncurled at his sides, in the anticipation buzzing in his veins.

And then—

The doors at the end of the aisle opened.

Dean sucked in a sharp breath.

There you were.

The world fell away, dissolving into a blur of nothingness. His vision narrowed, locking onto you as you stepped forward, arm looped through Bobby’s. Sunlight streamed through the windows, illuminating you like something out of a dream—his dream. And damn, if he didn’t feel like the luckiest son of a bitch alive.

You were stunning, but more than that, you were you. The same girl who had been his best friend for more than a decade, who had driven him crazy and made him laugh harder than anyone. The same woman he had spent late nights with on the couch, teasing and pushing each other, pretending you weren’t falling long before either of you admitted it. You were the one who knew him better than he knew himself, who had stood by him through every fight, every high, every low.

And now, here you were, walking toward him, about to be his forever.

His throat tightened. His chest ached with the sheer force of everything he felt. And it took him a second to realise—damn it, he was actually crying.

Bobby’s grip on your arm was steady, though Dean didn’t miss the way the older man’s fingers clenched just slightly, like he was holding on for one last moment. Bobby had been your rock, your father in every way that mattered, and today, he was giving you away.

When you reached the altar, Bobby turned to Dean, meeting his gaze with the kind of silent understanding only a father figure could give. His eyes softened, but there was steel beneath them—a warning, a promise.

"You take care of her, ya hear me?"

Dean swallowed hard, nodding with confidence as he told him, “always.”

Bobby gave your hand one last squeeze before placing it in Dean’s, stepping back with a small, gruff sniff.

The warmth of your touch sent a shiver up his spine, grounding him, steadying him.

You looked up at him as you stepped up to the alter, eyes shimmering, lips curving into a small, breathless smile. “Hi.”

Dean let out a quiet, shaky laugh, shaking his head as he drank you in. “My god, you’re beautiful.”

Emotion swelled in your chest, thick and overwhelming, and as you stared into his eyes. Those same green eyes that had been home for as long as you could remember. You knew, without a doubt, that this was exactly where you were meant to be.

Every step that had led you here—every late-night conversation, every argument, every kiss, every stolen moment—had been leading to this.

To forever.

The reception was already in full swing, the room buzzing with laughter and clinking glasses, but everything quieted when Gabe stood, a smirk already tugging at his lips as he raised his champagne flute.

"Alright, folks, settle in," he started, flashing a wink at you before glancing at Dean. "Now, I had a whole touching, sentimental speech planned—real tearjerker, would’ve had you all sobbing into your drinks—but then I thought… nah, let’s tell the truth instead."

A ripple of laughter swept through the crowd, Dean shaking his head while you rolled your eyes fondly.

"This story? This epic love story? It didn’t start with a grand romantic gesture, or some movie-worthy meet-cute. Nope. It started… with a dream." Gabe let the words settle before arching a brow. "And not in the chase-your-dreams kinda way—though, to be fair, there was some chasing involved."

Laughter rippled through the room, Dean groaning as he dropped his head into his hand.

"Yeah, yeah, we all know what I mean," Gabe continued smugly, clearly enjoying himself. "But let’s be real, this was always inevitable. It was clear as day these two were made for one another, the rest of us were just waiting for them to catch up. And when they finally did? Well, let’s just say… history was made. And, in some small way, I’d like to think I played a part in that. Y’know, a guiding hand. A little nudge. A subtle push toward the right direction."

Dean snorted. "Subtle, my ass."

Gabe ignored him, raising his glass higher. "So, here’s to them—two people who took their sweet time figuring it out, but who got it right in the end. To love, to laughter, and to the two luckiest people in the world."

The room filled with cheers and the clinking of glasses, and you turned to Dean, shaking your head.

"You still sure we shouldn’t have revoked his speech privileges?" you teased, despite the tears in your eyes.

Dean chuckled, pulling you closer. "Nah, he’s an ass, but he’s our ass.” You hummed in agreement and allowed Dean to pull you in for a sweet kiss. 

Gabe clinked his fork against his glass again, clearing his throat dramatically. "Alright, lovebirds, enough of the mushy stuff, before you make us all sick. Let’s get to the part we’ve been waiting for." He shot a wink your way before grinning at Dean.

"Ladies and gentlemen, without further ado, it’s time for the bride and groom’s first dance!"

Another round of cheers erupted as Gabe lifted his glass in your direction, smirking. "Try not to step on her feet, Winchester."

Dean rolled his eyes as he stood, but then grinned down at you, taking your hand and guiding you toward the dance floor. Your heart pounded—not from nerves, but from the sheer overwhelming happiness swelling in your chest.

Then, the unmistakable opening chords of Ramble On filled the space.

You blinked, then let out a surprised laugh, shaking your head as you glanced up at him. "Seriously?"

Dean smirked, pulling you in close. "What? You really thought I’d let our song be anything else?"

You melted into him as he wrapped his arms around you, his hands resting warm and steady on your waist. The world faded, leaving just the two of you swaying together as Plant’s voice crooned through the speakers.

It was perfect.

From childhood best friends to navigating the tangled mess of emotions that came with your so-called arrangement. The night you finally admitted the truth—that you had always loved him. And whats more, so had he. You’d both been naive idiots thinking you could be anything other than this.

A year later, Dean had proposed.

He had done it under the stars in your father’s scrapyard, the place that had always been special to you as a kid, where you had felt closest to your mom. He had decorated it with fairy lights, roses, the whole nine yards, and when he dropped to one knee, looking at you like you hung the damn stars, you hadn’t even let him finish his speech before tackling him to the ground with your answer.

And now, here you were.

Your matching wedding bands, new but already familiar, warm against your skin.

Your arms around him, your heart pressed to his, exactly where you were always meant to be.

Dean pressed a soft kiss to your forehead, swaying with you in time to the music, his voice low as he murmured, "Took us long enough, huh?"

You smiled, tightening your hold on him. "Yeah," you whispered. "But we got here."

The song carried on, and as the tempo picked up, you felt Dean shift against you. His lips brushed your ear as he whispered, "You ready to really do this?"

Before you could ask what he meant, he pulled back, a devilish grin spreading across his face just as the beat kicked in. With a playful tug, he spun you out, making you laugh in surprise, and when he pulled you back, he didn’t slow down.

The two of you let loose.

Gone was the slow, tender sway. Instead, Dean twirled you, moving with an effortless ease that made your heart race for an entirely different reason. You chuckled, shaking your head at the fact Ramble on was your first dance song, but damn if it wasn’t so him—so you.

When the lyrics hit, Dean pointed straight at you, his voice loud and clear as he sang along, "I'm goin' 'round the world, I gotta find my girl—"

You didn’t miss a beat. Grinning, you sang right back, "I've been this way ten years to the day—"

The crowd erupted into cheers, the energy crackling through the room like wildfire. One by one, your friends and family got swept up in it—feet tapping, hands clapping, laughter spilling from every corner.

Charlie and Jo grabbed each other, twirling dramatically before rocking out to the familiar riffs, their hair flying as they head-banged in sync. Sam was pulled in by Jess, who grinned up at him with that determined look he never could resist.

Even Bobby, usually content to watch from the sidelines, let out a gruff chuckle before grabbing Ellen’s hand, the two of them stepping onto the dance floor like they’d been waiting for an excuse.

And then there was Gabe—fully committing to the moment, arms flailing, air-guitaring like his life depended on it. The sheer ridiculousness had you dissolving into laughter as you twirled in Dean’s arms, breathless, giddy, caught up in the rush of it all.

Your friends and family surrounded you, the circle growing tighter as the song surged on. Twirling, jumping, shouting the lyrics like you were at the best damn concert of your lives. It was wild. Chaotic. Perfect.

And through it all, Dean never let go of you.

No matter how much he moved, how hard he laughed, how off-key he sang, his hand always found yours. Always drew you back to him. Like he was tethered to you, like you were the one thing in the world he’d never lose sight of.

By the time the song came to an end, you were breathless, cheeks aching from smiling so hard. The room blurred around you, a hum of joy and celebration, but all you could see was him.

Dean pulled you close, his forehead resting against yours, his warm breath fanning across your lips as he panted slightly from the exertion. His green eyes, bright with mischief and something even deeper, locked onto yours.

“I love you, Mrs. Winchester.”

The way he said it—like he was savouring the words, letting them settle into his very bones—you knew he’d never tire of calling you that. And neither would you.

“And I love you, Mr Winchester.”

Dean’s smile was radiant, warmth and adoration shining in his gaze as he cupped your face, brushing his lips against yours in a kiss so soft, so reverent, it stole what little breath you had left. In that moment, with the music fading and the world narrowing to just the two of you, your heart felt impossibly full. Your soul, finally, was whole.

3 weeks later.

The soft sound of waves gently lapping against the shore blended with the distant chirping of tropical birds as the golden morning light seeped through the sheer curtains, casting a warm glow across the plush California king-sized bed.

A gentle breeze drifted in from the open window, carrying the scent of salt and sun-kissed sand, ruffling the gauzy fabric ever so slightly. The silky sheets were cool against your bare skin, a stark contrast to the lingering heat of Dean’s body beside you. With a contented sigh, you burrowed deeper, letting the warmth of the moment settle in your bones.

It had been a whirlwind since your wedding three weeks ago—an intoxicating rush of something long overdue. Of love, laughter and celebration with everyone who mattered most, all of which still echoed in your mind. 

Unfortunately, reality had hit fast afterward, with both of you needing to dive back into work almost immediately, your honeymoon put on hold until the vacation days finally kicked in. But now, you were here. Just you and Dean. Together. Alone in paradise.

And what a paradise it was.

Ten glorious, sun-drenched days in the Maldives, tucked away in your own private villa perched over the crystalline water. The white sand stretched like silk beneath your feet, the ocean a dazzling shade of turquoise that shimmered under the endless blue sky. Every morning felt like something out of a dream, like waking up inside a living postcard.

You’d always imagined a warm, beachy destination for your honeymoon—Hawaii, maybe the Florida Keys. Something close, something simple. But you never expected this. Your parents and Dean’s had banded together, insisting you take your first trip as husband and wife international. A wedding gift so extravagant it had left you both stunned, speechless even.

Of course, you knew why you and Dean had initially opted to keep things local.

Your lips twitched at the memory of the exact moment Dean had opened the gift, his expression shifting from excitement to sheer, unfiltered dread. Because the Maldives didn’t just mean a long flight. No, it also meant taking a seaplane to reach the private island resort.

Looking at him now, utterly at peace, snoring softly beside you, his upper body bronzed from days in the sun, freckles scattered across his golden skin like constellations, it was almost impossible to believe this was the same man who damn near lost his shit on both flights. The contrast was almost comical.

Gone was the stiff, panicked man who had sat ramrod straight in his seat, white-knuckling the armrests like his life depended on it. The man who had hissed “This is a terrible idea” every time the plane so much as dipped slightly. The same man who, when faced with turbulence, had squeezed your hand so hard you were genuinely worried about circulation loss. And when the seaplane landed on the water? He’d practically kissed the ground the moment you stepped onto the dock.

Your heart ached in the best way as you thought back on the past week—warm sand between your toes, the taste of tropical cocktails, the lingering press of Dean’s lips against your sun-drenched skin. Late nights filled with soft laughter and slow kisses, tangled sheets as you celebrated your marriage in the best way possible. 

It had taken you both a long time to get here, to this moment, but damn, were you happy.

Unable to resist, you swam through the sheets, moulding yourself against the familiar warmth of Dean’s body. Your fingers trailed across his chest, tracing over the scattered freckles like your own personal game of connect the dots, mapping out the skin you had come to know so intimately. 

Your touch was light, teasing, before finally settling over the hand resting on his stomach, now adorned with the simple silver wedding band that matched the ring on your own finger. A symbol of forever.

Dean stirred as the soft press of your lips ghosted along his shoulder, trailing kisses up the strong column of his neck. A deep breath shuddered through him, his muscles tensing before melting into your touch. He shifted fully onto his back, blinking his tired eyes open, only to be greeted by the most beautiful sight.

The soft glow of morning light behind you, your hair tousled, your eyes sparkling with warmth and mischief.

That damn smirk of yours.

His lips curled up at the edges, but before he could say anything, you leaned in, continuing your path of lazy, unhurried kisses along his jaw, your mouth warm and soft against his skin. His breath caught when your teeth grazed his pulse point, the sharp contrast sending a thrill straight through him. His eyes fluttered shut again at the feeling, his breath coming quicker. 

But then a thought, albeit fleeting, hit him. Why did this feel so familiar? 

However, his grip tightened instinctively on your waist, heat blooming low in his stomach as you suckled at his skin and he pulled you up, crushing his lips to yours in a slow, searing kiss.

Your tongue caressed his, your touch sending fire through his veins, and then your hand slid down his abdomen—fingertips just barely grazing the hard planes of his abdomen, slipping beneath the sheets with agonising slowness.

And that’s when it hit him. Just like Déjà vu.

The dream. 

This was exactly what he had pictured two years ago. The one thing that had shattered every illusion he had about what you were to him, the moment that had forced him to confront the truth—that he wanted you in ways he had refused to acknowledge before. That you were so much more than just his best friend.

It had led to The Arrangement. The realisation. The confession. Everything between then and now had stemmed from that dream.

And now, here you were. Not some figment of his imagination. You were real, you were his wife. 

And this time, there was no rude awakening. No air horn. No sudden jolt back to reality.

Just you and your fingers curling around his hard length in a teasing grip, that had his breath stalling in his throat.

A dream literally come true. And damn, if this wasn’t a full circle moment. 

“Fuck.” Dean huffed, head falling back against the pillows as your touch grew more purposeful, the whole thing made more intense by this little realisation. You tugged him softly, playfully, the pads of your fingers stroking his heated skin with an almost lazy confidence, and Dean let out a long, shuddering exhale.

“Jesus, sweetheart,” he groaned, one hand gripping the sheets while the other tangled in your hair. “Feels so good, baby.” You hummed in response, pressing wet, open-mouthed kisses along his jaw, then down his throat, your pace never faltering as you worked him, watching the way he came undone beneath you.

Dean’s stomach tensed when you suddenly slid lower, a slow, teasing descent, your mischievous gaze locked onto his as you kissed your way down his chest. He sucked in a sharp breath, his entire body thrumming with anticipation as your lips trailed lower.

“Shit,” he rasped as you reached his lower abdomen, your teeth grazing over the sensitive dip of his hip. His cock twitched in your grip, thick and pulsing with need, and you smiled against his skin, amused at just how wrecked he already was.

“You okay there, handsome?” you teased, your voice warm and sweet, a sharp contrast to the absolute sin in your eyes.

Dean let out a strangled chuckle, shaking his head. “You know what you’re doin’.” 

“Mm. Maybe.” Your fingers tightened around him, stroking him once, twice, before your tongue darted out to tease the tip, swiping across the leaking head in one slow, torturous lick.

Dean’s hips bucked on instinct, a wrecked groan spilling from his lips. “Fuck—”

And then, without warning, you took him into your mouth, warm and wet and perfect, and his whole world tilted.

“Shit—baby—” His hand fisted in your hair as you hollowed your cheeks, taking him deeper, your tongue working him in a way that had his jaw clenching and his abs flexing beneath you.

You were relentless, sucking him down with slow, deliberate drags, your eyes locked onto his the entire time, like you wanted to watch him fall apart. And he was—fuck, he was unraveling at the seams, barely holding onto control. 

“You’re too good at this,” he rasped, his fingers tightening their grip in your hair. “So goddamn good. Fuck—gonna make me—”

But before he could lose himself completely, he forced himself to move, a growl ripping from his throat as he reached down and hauled you back up, capturing your mouth in a desperate, heated kiss.

“Not yet,” he murmured against your lips, his voice thick and rough, still breathless. “Wanna taste you, sweetheart.”

And then, in one swift motion, he flipped you onto your back, hovering over you, his lips trailing down your body, kissing, worshiping, taking his time to appreciate every inch of you.

His hands spread across your thighs, parting them, his breath hot against your skin as he settled between them. His mouth found your inner thigh first, teasing, his teeth grazing your sensitive flesh just to hear the way your breath hitched.

“Dean,” you whimpered, your hips shifting beneath him.

He smirked, dragging his lips up, and up, until he was right where you needed him. “Relax, sweetheart.” His voice was low, rough, filled with promise. “Lemme take my time with you.”

And he did.

He pressed a soft, lingering kiss against your clit before dragging his tongue through your folds, slow and deliberate, savouring you, his hands gripping your hips as he pinned you down, determined to make you feel everything.

You gasped, your fingers threading into his hair, your back arching off the bed as he worked you open with his mouth—licking, sucking, teasing, his tongue flicking against your most sensitive spot until you were trembling beneath him.

“Dean—”

“That’s it, sweetheart,” he murmured against you, his voice thick with hunger, dark with raw need. “Let me hear you.”

And so you did.

You didn’t hold back.

You cried out as two thick fingers slid deep into your dripping cunt, curling just right—hitting that devastatingly perfect spot he had long since memorised, learned by heart just to ruin you over and over again. Your back arched, muscles clenching as he pumped them in and out, each stroke dragging a fresh moan from your lips.

His mouth came away from you, slick with your arousal, his focus now solely on his hand as he fucked you with his fingers, determined, relentless. His wrist flexed, his pace quickening, the wet, obscene sounds filling the room.

Your thighs trembled violently, your body caught between the unbearable pleasure and the overwhelming pressure coiling deep in your core, rising fast, too fast.

“I know, baby,” Dean groaned, his free hand gripping your thigh, holding you wide open as you writhed, instinctively trying to fight what you knew was coming. “Don’t run from it. Let it happen. Give it to me.”

The raw command in his voice shattered you.

With a strangled cry of his name, your orgasm slammed into you, white-hot, electric, tearing through every nerve in your body. Your release poured out of you, soaking his arm, drenching the sheets beneath you. The sheer force of it left you shaking, gasping, completely wrecked beneath him.

And Dean all but growled.

“Jesus Christ,” he rasped, dragging his fingers from your pulsing cunt, watching in fascination as your slick dripped down his wrist. He lifted them to his mouth, keeping his gaze locked onto yours as he sucked them clean, groaning at the taste.

“Fuck, baby,” he murmured, his voice thick with admiration and something darker, something purely possessive. “Every time… I swear, it just gets better.”

Heat flushed through you, but the shame that once crept in at moments like this was gone.

Dean had stripped it from you, erased it with every moan, every praise, every time he worshipped the way your body responded to him. He loved this. Loved dragging you over the edge so hard, so deep, that you couldn’t hold back. Loved watching you come apart, seeing the proof of how fucking good he made you feel.

And fuck, did he make you feel good.

You swallowed, watching as he smirked, his hand gliding up your trembling thigh, rubbing soothing circles as he took in the mess between your legs like the goddamn masterpiece it was.

“So fuckin’ pretty,” he muttered, trailing his fingers through your slick folds, groaning at how sensitive you still were. His cock twitched from where it was trapped against the mattress. “And already dripping for more.”

You bit your lip, eyes half-lidded with need, your body still molten, still buzzing, but the hunger in his gaze sent another sharp pulse of arousal straight to your core.

“C’mere,” you murmured, crooking a finger at him, and Dean obeyed instantly, moving up your body with a predatory grace until he was caging you beneath him, his forearms bracketing either side of your head.

You grabbed the back of his neck, yanking him down for a kiss that was all tongue and teeth, desperate and messy. You moaned into his mouth at the taste of yourself on his tongue, the way he devoured you without shame. Your legs wrapped around his waist, heels digging into his lower back, tugging him closer, needing him now.

Dean chuckled against your lips, low and husky, cocky as ever, but fuck, he loved you like this—needy, impatient, desperate for him. He rolled his hips, his thick cock gliding through your soaked folds, coating himself in your slick, teasing you both with the friction.

“Dean,” you whined, your nails biting into the firm muscles of his back.

He groaned, his head dropping into the crook of your neck. “Goddamn, baby—”

You whimpered as the head of his cock caught at your entrance, your whole body arching, pulsing, silently pleading.

“Baby, please,” you breathed into his ear, your voice drenched in pure want.

And fuck—Dean couldn’t deny you anything when you begged like that.

With a deep, shuddering breath, he tilted his hips and pushed in, inch by glorious inch, stretching you open, filling you to the brim.

A guttural groan ripped from his throat as he bottomed out, buried to the hilt in your tight, throbbing heat. His forearms trembled where they held him up, his jaw clenched as he fought for control, fought against the primal urge to pound into you, to take you the way he needed to.

“Jesus Christ,” he gritted out, his forehead dropping to yours. “You’re perfect.”

You gasped, your walls fluttering around him, nails dragging down his back, your body begging for more.

“Fuck me, baby,” you pleaded. “Please—”

And with that, he was gone.

All restraint shattered.

Dean fucked you, deep and unrelenting, hips snapping against yours with a rhythm that had you keening, moaning, gasping his name like a prayer. His hands were everywhere—gripping your hips, sliding up your stomach, palming your breasts, fingers finding your throat, owning you.

He growled against your lips, biting at your bottom one as he pulled back, eyes dark, feral. “This what you needed, sweetheart?”

You couldn’t even form words, just nodded frantically, lost in him, in the overwhelming pleasure he wrung from your body with every deep, punishing thrust.

“Goddamn, you’re so good for me,” he groaned, voice wrecked, his pace growing erratic as he felt you tightening around him, pulling him deeper. “Gonna come for me again, huh? Gonna soak my cock this time?”

You sobbed, your entire body trembling, on the edge of bliss so sharp it made you ache.

Dean reached between you, his fingers finding your swollen, neglected clit, rubbing tight, desperate circles.

That was it.

That was fucking it.

Your climax crashed over you, stealing every last bit of breath from your lungs, and you screamed his name as your walls fluttered around him, squeezing him like a vice, milking him for everything he had.

Dean groaned, long and deep, his hips stuttering, his body locking up as he spilled into you, filling you with everything he had, holding you tight, panting against your sweat-slicked skin.

For a long moment, neither of you moved, just lay tangled together, bodies trembling, completely spent.

Dean finally let out a slow, satisfied breath, brushing damp hair from your forehead as he kissed you, slow and deep, nothing but pure devotion in the way his lips moved against yours. 

“God, I love you,” he murmured between kisses, voice hushed and reverent, as if the words themselves weren’t enough to contain the depth of what he felt.

Your heart fluttered, as it always did when he uttered those three words, and your arms around his neck tightened, holding him closer.

“I love you too,” you whispered, pulling back just enough to meet his gaze, your fingers ghosting over his cheek. His green eyes softened as he leaned into your touch, letting out a contented sigh before turning his head to press a lingering kiss to your palm.

And then a quiet huff left his lips as he dropped his head onto your chest, the weight of him grounding you, comforting in a way you could never quite put into words. Without a second thought, your fingers drifted into his sweat-slicked hair, combing through the damp strands, soothing him as exhaustion slowly pulled you both under.

“I can’t believe this will be our last night here,” he mumbled into your skin, his voice thick with sleep.

You hummed in agreement, a pang of sadness settling in your chest. This place, this little bubble you’d created together, had felt like a dream—one you weren’t quite ready to wake up from.

“Maybe we should just move here,” you murmured playfully, a small smile tugging at your lips. “Quit our jobs and stay forever.”

Dean let out a lazy chuckle, his breath warm against your skin. “Don’t tempt me.”

You pressed a kiss to the top of his head, feeling him snuggle closer, his breathing deep and even. Within moments, sleep, once again, claimed you both. 

A couple of hours later, the sharp grumble of your stomachs had dragged you both from your unplanned nap. The two of you groggily peeled yourselves from the tangle of sheets, reluctantly leaving the comfort of your bed to shower and dress. 

The day passed in a slow, blissful haze—lounging on the terrace, nibbling on fresh fruit and pastries, talking about home, about work, about everything and nothing at all.

As the evening approached, you had one last dinner reservation at the resort’s restaurant. Dean opted for a quick dip in your private pool while you got ready, the sound of water rippling as you slipped into a white, flowy sundress, the light fabric brushing against your ankles. You left your hair down, the soft waves cascading naturally over your shoulders—just the way Dean liked it. A touch of mascara, a swipe of lipstick, and you were ready.

“You look beautiful,” Dean’s voice was thick with appreciation as he appeared behind you in the mirror, his reflection stunning—his hair damp, torso bare and glistening with droplets.

You bit your lip, heat pooling in your stomach as he trailed his fingers over your exposed shoulder. Respectfully, he refrained from pulling you flush against him—knowing he’d soak your dress—but he still pressed a slow, lingering kiss to your skin.

Dean winked before stepping back, and with zero shame, dropped his shorts, giving you a perfect view of his delectable peach of an ass. He caught you staring as he looked over his shoulder, and with a cheeky grin gave his own firm cheek a light smack before stepping to the shower.

You were still giggling and shaking your head as you slipped on your sandals.

The restaurant was breathtaking—an open-air dining space set against the endless stretch of ocean, the sky painted in fiery hues of orange and pink as the sun melted into the horizon. Soft lanterns swayed gently in the evening breeze, casting a golden glow over the wooden tables adorned with crisp white linens and delicate floral arrangements.

The scent of salt and grilled seafood hung in the air, mingling with the distant hum of waves rolling onto the shore and light spoken conversations from the other guests.

Dean pulled out your chair for you before settling into his own across from you, already reaching for the menu with a familiar furrow of his brows.

“You know, we’ve been here all week, and I still don’t know what half this stuff is.” He let out a huff, rubbing a hand over his jaw. The two of you had tried different restaurants around the island, and while the menus varied, the dishes always seemed to push him slightly outside his comfort zone.

You giggled, shaking your head before deciding to take pity on him. “How about the steak?” You leaned over, tapping the menu where the 8oz fillet with sautéed potatoes was listed. “It’s about as close to a burger and fries as you’re gonna get.”

Dean followed your finger, eyes scanning the description with renewed interest before nodding. “Alright, yeah. I can work with that.” He flagged down the waiter, ordering you both a beer along with his steak, while you opted for grilled salmon with fragrant coconut rice.

When the food arrived, Dean eyed his plate warily, poking at the steak as if it might bite back. Clearly not used to the meat un-minced and patty-like. He cut into it, taking a tentative bite, chewing slowly as he mulled over the flavours.

“Well?” you prompted, watching him closely, lips twitching.

Dean let out a low hum of consideration. “It’s… not bad.”

You let out a laugh. “That’s practically a glowing review from you.”

He rolled his eyes, but a smile played on his lips. “Hey, I like what I like.”

Still, he indulged in the experience, even letting you feed him bites from your own plate after some playful coaxing. He’d grumble about it, but the way his eyes flickered with enjoyment every time he took a bite of your dish didn’t go unnoticed.

The night carried on in soft conversation and easy laughter, the warm glow of the lanterns reflecting in his eyes. And through it all, his gaze never strayed far from you—watching, adoring, committing this last night to memory.

Back in your villa, the island's natural warmth was thick in your hut with the scent of salt and jasmine as you pushed open the patio doors. Behind you, a familiar melody drifted through the space—the soft, unmistakable chords of Your Song filling the air as Dean messed with the vinyl player. The resort seemed to be a big fan of Elton, you'd noticed.

You smiled at the song choice, turning just as he held out a hand, a boyish grin tugging at his lips.

“Dance with me?”

Your heart melted, and without hesitation, you slipped your hand into his, letting him pull you close. His hands settled at your waist, yours looping around his neck, and he swayed you both to the slow rhythm. His chin rested atop your head, his fingers tracing lazy, absent patterns along the small of your back.

The gentle hum of Elton John’s voice wrapped around you both, the moment steeped in quiet affection.

“I hope you don’t mind, that I put down into words…” Dean sang along to the chorus, his voice soft and deep, trailing off as he smiled down at you.

“How wonderful life is, while you’re in the world,” he finished, his gaze holding yours, warm and full of something that made your chest ache.

Just as you rose on your tiptoes, he wasted no time meeting you halfway, capturing your lips in a kiss—slow and deep. The warmth of his body, the press of his hands against you, the way he kissed you—it all built into something deeper, something more desperate.

But then—

A sharp pang shot through your stomach.

You froze, your breath hitching. Then, it twisted, turned, and a wave of nausea slammed into you so suddenly, you barely had time to shove Dean back before sprinting to the bathroom.

“Shit—sweetheart?”

Dean was at your side in an instant, gathering your hair as you lurched over the toilet, emptying your stomach. His warm hand rubbed slow, soothing circles over your back, his voice laced with concern.

“Do you think it was the food?” he asked, frowning.

You let out a weak breath, wiping your mouth. “Maybe,” you murmured, though doubt crept in. If it was the food, wouldn’t Dean be sick too? He had shared bites of your meal, after all. However, another wave of nausea hit you and had you hugging the toilet bowl once more. 

You spent the rest of the night curled on the cool tile floor, Dean refusing to leave your side. He wiped your clammy forehead, whispered reassurances, cradled you against him when you finally had nothing left to give.

By the time the early morning light filtered through the windows, you were drained, barely able to crawl into bed.

When you woke a few hours later, your body was still heavy with fatigue, your stomach uneasy, but you managed to push through, packing sluggishly as Dean went to check out.

You were in the bathroom, collecting your toiletries, when your gaze landed on something that made your breath hitch.

Your box of tampons.

Unopened.

A strange, uneasy feeling settled in your chest as you stared at it. Slowly, you did the math in your head, counting back the days, trying to recall the last time you’d needed them.

Two weeks late.

Your stomach flipped—not from nausea this time, but from something far more terrifying.

No. No, it was impossible.

You were on the pill. You took it religiously.

But they aren’t always foolproof, your annoying voice of reason argued.

A sharp breath left you as you stared at the box, heart hammering in your chest. However, a thought hit you. You remembered finding it on your first night here. 

Rummaging through your toiletry bag, you exhaled in relief when your fingers brushed against it. A pregnancy test. One Charlie had slipped in as a joke—a homage to her annual Twilight binge—thinking she was hilarious. And right now? You were thanking her ridiculous sense of humour.

“Right. You’re just being irrational,” you whispered, trying to calm yourself. “You just ate something bad and your body rejected it. It’ll be negative and you’ll feel real stupid for freaking out over nothing.”

Your fingers fumbled with the packaging as you ripped it open, barely noticing the way your hands shook. Luckily, you needed to pee anyway, and with a deep, steadying breath, you settled onto the toilet, slipping the stick between your legs.

When Dean returned, the sight of your half-packed suitcase made his stomach tighten. You weren’t in the main room where he’d left you.

Had you gotten sick again?

The thought unsettled him. He’d spent the entire walk back hoping last night had been a fluke—that you wouldn’t suddenly take a turn for the worse, forcing him to figure out where the hell the nearest hospital was on this island.

You looked better this morning. Tired and a little pale, but no vomiting. No fever. That had been enough to ease his nerves—until now.

Then, he saw the bathroom door slightly ajar.

Quietly, he stepped forward, pushing it open. You were sitting on the edge of the bathtub, head down, shoulders tense.

“Hey, is everything o—” His words died in his throat when his gaze landed on the object grasped tightly in your hands. A little white stick.

His heart spiked.

At the sound of his voice, you looked up, eyes wide and alarmed, not easing his nerves at all. 

“Dean,” your voice wavered, barely above a whisper. “I’m pregnant.”

AN: Now... I have a confession. I had originally ended this at the wedding, but inspiration struck. And maybe stubbornness to finish up with these two. So the honeymoon was added and thus the premise to... *drum roll*... The Predicament. A sequel series that will follow Dean and the reader becoming parents. That's right! This isn't the last of this pair. 🤪 Also want thank you all so much for reading and sticking with me throughout this series! I hope you're all excited for another adventure with these two! 💙

Dean Winchester/Series Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2 @deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel @piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27 @idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith @zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess @arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse @impala67stellawinchester @bonbonnie88 @youroldfashioned @iloveeveryoneyoureamazing @bejeweledinterludes @rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

my two reactions (possibly more nsfw ones too 🫣) while reading this 😍

This was amazing from start to finish, the friends to lovers, the pool game, the drinking games and then the smut! oh dear lord!

I just loved everything about this and didn't want it to end! 💗

“Maybe next time you get to tell me what to do,” you say against his lips. Dean huffs, his eyes going wide and then he needs to close them for a  second.

Oh yes please!! I would be so down to see a role swap here 🥵, unless you have mentioned it already and I've missed it? I'm still trying to catch up on everything 😭. But this was a masterpiece, truly! ❤️

Edit: I've just seen you've made this into a series!!!

I'm heading there now! 🏃🏻‍♀️

Task master, or: The leather runs smooth on the passenger seat (Dean Winchester x female reader)

You and Dean make a bet: whoever wins at pool, gets to tell the other person what to do for the rest of the night. You win, but Dean has his own ideas about what you should be doing.

My SPN masterlist

CWs: Dean being a goddamn flirt (that's its own warning), playing games, sex in the Impala. 18+. 6.2k words

“Oh, you are going down, sucker.”

You lean across the pool table, aiming for the black 8-ball. It’s all that stands between you and probably the juiciest prize in the world – to get to tell Dean Winchester what to do for a night.

This is your Olympics, your Super Bowl, your… another sports reference.

The evening started out with simple drinks in the local dive bar. Then Dean had gotten bored and started hustling a few guys playing pool. You’d watched for a while, at least until Sam had said he was turning in. The motel was only down the street so he opted to walk.

You continued watching Dean for a while, nursing your drink, appreciating the show. The way he leaned over the table, the way you were able to ogle him. He winked at you once, signaling that he was winning, and it made you feel a lot. Dean Winchester was a sight to behold.

Eventually, you’d gotten bored just looking. Two whiskeys had made you a little brazen. So you’d walked over, pretended you didn’t know him, pretended you were chatting him up. Yeah, pretending. You’d tucked down your top just a little before walking over, and you felt yourself blush a little when Dean shamelessly stared at your cleavage. You’d put it on thick, leaning against him, making eyes, licking your lips. Only to convince the other guys, of course, that you were just a tipsy girl in a bar, looking for a handsome stranger.

Dean hadn’t seemed to mind. He’d put his hand around your waist, which he definitely hadn’t needed to do, and pulled you a little closer. Soon he had offered to show you how to play, and you had acted all coy, like noo, this is a boy’s game, and you definitely couldn’t play for money. You had squealed when it turned out you had a lot of beginner’s luck.

“You’re a natural,” Dean had whispered into your ear. It made goosebumps break out all over you. You winked at him. “I’m working with a pro,” you’d replied, voice lowered. He grinned at that.

Eventually the guys had left, knowing they weren’t going to score in any way, and while you and Dean were giggling, you’d made the offer to play him for the next round of drinks. He had agreed, and that was how this had all started.

You’d stayed with paying for drinks at first, but soon you had raised the stakes: buy shots for the whole establishment (Dean had to do that one, but the place wasn’t very busy, so it wasn’t a big deal), going to the barkeeper and asking if there was a pharmacy close by, since you had an itchy problem (Dean again, and for extra points he’d kept tugging at the crotch of his jeans under the bar, where only you could see), take off your underwear in the bathroom and bring it out as proof. This last one you had lost.

You were feeling sexy and bold, and just so happened to we wearing a cute little shred of nothing, dark blue with lace. You walked out of the bathroom with it dangling from your finger, not super careful about who could see you. Dean had definitely been mesmerized when you walked up to him and pushed it into the front pocket of his shirt. “You can keep that for later,” you’d whispered to him, and then slapped his butt. Dean huffed, a dirty grin on his face.

It was just how you two did things. You flirted to the point where it was almost too much, where nothing could come of it. Which was a real shame, because you were sure what could come of it would be pretty spectacular. You’d heard the women Dean brought back to the motels, the sounds they made. He seemed to know what he was doing.

You weren’t jealous, per se, but you also weren’t not jealous. And you were pretty sure that Dean had similar thoughts, since he seemed to scare away every guy who tried to chat you up lately. Which was, you’d told him once, a pretty big double standard, seeing as he was getting laid more often than you changed your underwear. It could have been a coincidence, but his conquests had gone way down after that. Actually, now that you’re thinking about it, you couldn’t remember the last time you’d witnessed him taking someone back with him. Maybe he was just being more subtle about it.

So now here you are, and the stakes have been raised until they could not be raised anymore. It was Dean’s idea.

“How about,” he said, looking around for inspiration on what to bet, “how about the winner gets to decide what the other person does, for the reset of the night?” He raised his eyebrows in a clearly suggestive manner.

“Deal,” you said and shook his hand. Dean pulled you in, your face close to him all of a sudden. “I’m gonna win this,” he said, challenging you, “and you will have a night to remember, darlin’.” You grinned at him, then nodded at the clock on the wall. It was half past ten.

“Is that gonna be all night or until midnight, Cinderella?” you asked. “Cause you’re talking a big game, Winchester.”

He grinned, then looked down at your lips, which definitely would have made you ruin your panties, if you were still wearing any.

“All. Night,” he said. You nodded. “Can’t wait.”

And now you are facing off with the 8-ball. You take a slow breath. Dean has positioned himself at the end of the table, in a clear attempt to distract you. It doesn’t matter. You have this in the bag.

You make the shot, and for a second it actually looks like it might not go in. But then it does.

You throw your hands into the air. “I. Am. A. Pool. Goddess!” you cheer.

You look at Dean and he looks a little worried.

You start laughing. “Oh Dean, you are fucked.” You have no idea how right you are.

There are so many possibilities that you almost find it hard to choose. You quickly notice that you don’t want to be too mean, because you like Dean, like like him, and also because if ever the day for payback comes, you want to make sure you can remind him that you had been kind and generous.

So first is a shot off the menu called The Ribbreaker. You don’t bother asking why it’s called that. It looks disgusting, but Dean shoots it down like it’s nothing. He makes a face but then sucks on his teeth, going “aaah!” like it’s delicious. You smell the glass. It’s not delicious.

Next you make him walk up to a group of middle aged women. They’ve been checking him out all night, which, yeah, same. You think they’re due a little bit of appreciation. The task is to get one of their numbers. Dean comes back with three.

You look past him as he walks up to you, raise your glass at the group. They raise theirs back and you decide you’re in love with them.

Eventually and way too early, the bar closes. There’s nothing else around to do, and neither you nor Dean want to go back to the motel yet. Dean remembers the flask he has in the car, and that’s how you end up sitting on the front bench of the Impala, passing a drink back and forth, watching the empty streets outside.

“Why can’t every evening be like this?” Dean asks, passing the flask to you.

You take a sip, very aware that his lips have just been on it. “Cause we’d die,” you say.

He chuckles. “Yeah, probably. But at least it’d be fun for once.” You nod, passing the flask back to him. You stretch a little.

“No more tasks for me, task master?” he asks, turning to you.

You think for a second, pout. “I can’t think of anything. I’m all tasked out.”

Dean clicks his tongue. “You’re just lacking creativity, is all.”

You turn to him. “What’s that supposed to mean?”

He shrugs, not looking at you. “You could tell me to do anything,” he says, motioning at the world outside, which isn’t very helpful. “You could get me to do some really nasty shit.”

You grin, moving one arm over the back of the seat, leaning on it. “I don’t want you to do nasty shit, Dean. It’s supposed to be fun, not degradation torture.”

He scoffs. “Unless you’re into that.”

“No,” you say, and then add: “At least I don’t think I am.”

“You could tell me to take my clothes off and run around,” Dean continues, kind of out of the blue. “Or to go down on you,” he clears his throat. “You know, something crazy.”

Jesus, where did that come from?

You frown, still looking at him. He’s looking outside, not facing you. “I—” you say, unsure how to continue. Something clicks in your brain.

“Do you want me to tell you to go down on me?” you ask, a little careful.

Dean shrugs, finally looking at you. “I mean, if you tell me to, I guess I don’t have a choice.”

You raise your eyebrows, giving an unbelieving laugh. “Oh, wow, Dean, you really know how to make a girl feel special.” You turn to look out the front of the car. For a moment you thought—

“That’s, that’s not what I meant,” Dean says. “Not at all.”

He turns to you, trying to make up for the distance you’ve put between you two.

“How did you mean it?” you can’t help but ask, shooting him a look.

“I was trying to be funny,” Dean says and he leans forward, towards you a little, making eye contact. “I think you should tell me to go down on you.”

Your breathing gets a little heavier at that.

Dean’s still leaning in, looking at you intently. If this is a bluff, you don’t know how to call him out on it without challenging him. So you try it.

“Okay, Dean,” you say, raising one eyebrow. “With the power vested in me by the powerful game of pool, I’m telling you to go down on me.”

He grins like the cat that got the cream. “I was hoping you’d say that,” he responds.

Then he’s leaning in further and kisses you. You sink into it for a moment, and then pull back, your nerves getting the better of you for a second.

“I don’t know how to tell you this,” you say, trying to cover how breathless you are, “but that’s not what going down means.”

Dean chuckles. “What am I, fifteen years old?” he asks, and you bite back a comment about emotional maturity.

“You get the whole package,” he continues.

“Package, huh?” you ask, and he smirks. “Only if you tell me to.”

Uff, this could be fun. A lot of fun.

You lean back in and let him kiss you again. This time you’re really noticing it. His lips are soft and plush and his hands sneak up to your face to hold it. He gets his tongue inside your mouth and you moan a little.

You lean up, get one of your legs under you, so you can move closer to him. He helps you, moving one hand to your waist, dragging you in. Your hands travel up his arms, to his shoulders and then to his neck. You feel heat flush your chest, your face and other parts of you. It’s been a long time since you’ve been kissed like that.

You break off a little, but you’re still so close to him so you lick across his lips, because they’re there and it feels like the thing to do. He grins at that.

“I was thinking the same thing,” he says. You grin back and then you’re moving over him, straddling him. Dean moved the bench back earlier when you got in the car, since you were just going to sit there, so luckily you can just barely avoid the steering wheel. You sit on top of him, and his hands are going all over you, your legs, your back, your ass. You’re kissing again and now that you’re on top it gives you a little more control. You suddenly have a fun idea.

“I’m telling you to stop touching me,” you say, barely separating your lips from his. Dean’s hands freeze, and he looks up at you. You realize that that might have sounded weird, like you wanted to stop everything. But that’s not it. You nudge him with your nose.

“As task master. You need to keep your hands to yourself for, uhm,” you turn around, just barely managing to press play on the radio. “For the length of the song,” you finish. Dean understands now, and he smirks.

“And what if I can’t?” he asks. “Oh, Dean,” you say, gently biting his bottom lip, pulling on it a little. “Then you’re gonna have a real problem.”

You pull his arms away from you and push them down on the seat next to you. “Let’s go,” you say, and then start kissing him again.

You’re allowed to touch him, so you do. You run your hands from his shoulders over his chest, and then a little further down until they meet his belt. He groans at that. You scoot a little closer to him, your fronts pressed against each other, your hands move back up going around his neck and you grind down on him a little bit with the purchase you have. He groans again, briefly closes his eyes. Then he looks at you again.

“You’re evil,” he says. You shrug and do it again and just then his hands go up to cup your ass.

“Uuuh,” you say, “looks like I win again.”

Dean makes a face, but he doesn’t seem too unhappy with losing, gently massaging you where he’s grabbed you.

“And what’s my punishment?” he asks, tilting his face up at you. You wiggle your eyebrows. “I’ll need to think of something.”

He grabs your ass harder, and before you know it, he’s moving you off him, himself along with it, and laying you down on the bench.

“Hey,” you complain. You liked what you were doing just a second ago.

“I got work to do here, missy,” Dean says, sounding extra sexy car mechanic-y. You remember the original task that got you here. Heat runs through your body. It seemed ridiculous a few minutes ago, but now the reality of it is turning you on beyond measure.

So Dean lays you on the bench. He keeps kissing your lips, then moves to your neck (he is extra good at that), then your chest. He pressed his open mouth against the fabric of your shirt, guesses pretty much perfectly where your nipple is. You part your lips. Holy shit.

Then, too soon, he’s moving away, only to push up your shirt and start nibbling at your stomach. Yeah, that works too.

You arch up at him a little, run your hands through his hair. Then he’s opening your pants and you have to open your mouth a little because otherwise you think not enough oxygen is traveling to your brain. He opens them, and starts tugging just a little. When he pulls them further he is reminded that you are not wearing underwear, that your underwear is in his pocket.

He grins, and oh yeah’s, the thought obviously exciting to him since he sinks his head lower, starts kissing you, his lips following the path of your jeans. Soon he has to sit up, because it’s a little more cramped in the front seat than maybe you’d been imagining all the times you, well, imagined doing this. He pulls your boots off quickly, throwing them towards the backseat.

Then he pulls your pants all the way to your feet, and you’re trying to help him kick them off. He struggles for a second, then pulls them off your feet and dramatically waves them around before he throws them away as well. It makes you laugh, because it’s over the top and silly and still so sexy and so Dean.

He grins at your laugh, and then he grabs your legs, brings himself between them, and starts kissing his way up one of them. Your laughter dies and you have to close your eyes for a second at the intense arousal going through you. He reaches the inside of your thighs and kisses you there, giving one of them a quick bite that makes you flinch but isn’t unpleasant.

You see how cramped it is for him, so you pull your lower body in, meaning you’re almost sitting up with your legs spread wide, your back against the car door. You realize for a second that you are out in the middle of a parking lot. You haven’t seen anyone walk by in the whole time you were sitting here, so it should be fine. Still, the thought that you might get caught sends a sharp thrill through you.

Dean makes his way up to you. He has to essentially lie down on the seat to reach you, but he doesn’t seem to mind. He’s probably done this a lot in here, so you trust his expertise. He reaches your pussy and looks up at you. He looks downright sinful. Your legs are wide open to allow him room to move, and his beautiful face is right there.

“Well,” you say, “what are you waiting for? Get going.” He grins, and then he does. He starts on your thighs again, and then slowly starts moving inward. When his lips first land on your most sensitive parts you shudder a little. Surely you’re about to wake up at any second. This has to be a dream.

Dean is kissing you gently until you start pushing yourself towards him, wanting to be touched more. He takes the signal and starts licking at your clit.

Oh wow. Oh wow.

He doesn’t do that weird flicky thing lots of guys do, which you find surprises you since you’re pretty sure they learn it from porn, and if there’s anyone who graduated from the School of Pornography, it’s Dean. But rather than that he flattens his tongue, using his head to press down on you in a slow rhythm and it’s doing wonders.

You lean your head back a little, close your eyes, one arm going over your head. You lean into the feeling, your breathing slowly picking up. You look down again after a minute, and you immediately regret closing your eyes in the first place. Dean looks fucking gorgeous, like he’s exactly where he’s supposed to be.

You lower your arm and reach out to touch the back of his head, pressing him a little closer to you. He grinds his face against you, picking up his speed and pressure.

You have to bite your lip, but then, letting go of it, you say: “Dean,” and oops your voice is definitely shaking, “task master says finger me.” You can feel the deep vibrations of a chuckle going through him. He gives your clit a kiss, and looks up at you. “Aye aye, captain,” he says. He sees your face and it must tell him what this is all doing to you, because he kisses your inner thigh again a few times, gently and sweetly.

Then you see him move his shoulders and you feel two of his fingers at your entrance. He doesn’t enter you though, instead brings his mouth back to your clit and starts sucking on it. The suction makes you clench your thighs and when you grind yourself up towards him on an especially wonderful pull, he enters you.

His fingers are gentle, and once they’re all the way inside you he does a come hither motion with them. And yeah, that’s pretty much when you fall in love with him.

You throw your head back, a deep moan escaping you. In response, Dean intensifies the pressure inside of you, but doesn’t go faster. He’s carrying you to the edge, slowly but surely. You have a weird moment of realization, that Dean Winchester is about to make you come in his car, and then you can feel it build in you.

“Don’t stop, don’t stop,” you pant, your hands going into his hair, slightly tugging on it. He doesn’t, he does the opposite and then you throw your head back, definitely hitting the glass a little harder than intended, your back arches up and you are coming on his fingers and mouth. Your noises are high pitched and you’re not sure you’ve ever heard them from yourself before.

You try to close your thighs, but Dean is still between them, working away at you, and just when you think that’s it for the aftershocks he’s suddenly putting a third finger inside you. The feeling of euphoria doesn’t die down and the stimulation is uncomfortable for a second, and then it’s fucking fantastic.

He keeps going, sucking on you hard now and before you even know what is happening, a second orgasms hits you.

“Jesus, fuck, Dean,” you moan, your entire body clenching.

As the shaking dies down he slowly pulls his fingers from you, kisses your inner thigh again and pushes himself up on his arms, looks down at you. It takes you a moment to recover your breathing. Your eyelids feel heavy.

When you finally look at him, he’s watching your face intently, then wipes his own, licks his lips.

“What was that?” you ask, not unkindly.

“You told me not to stop,” he says like it’s the most obvious thing in the world. It makes you laugh, the pure fucking cheek of it.

“Come here,” you say and your task master super powers make him crawl over you, still holding himself up. You pull his face down to yours and kiss him. You can taste yourself on him.

Suddenly you realize that you are just kissing him. It’s not foreplay, not strictly, it’s not to get you wet for him. It’s just post-coital making out. Well, maybe not post…

Your hand wanders down him, to his crotch. You can feel his bulge there, and you bite your lip.

“What was that about the whole package?” you ask mischievously.  Dean looks a little surprised, but then he grins. “I thought you wanted to punish me? That’s not punishment, you know.”

You shrug, lean towards him a little and he kisses you again. “Maybe the task master is feeling generous,” you say against his lips. You can feel him grin. “Aren’t I a lucky boy?”

You start pushing him back then, back into the sitting position he was in earlier. You keep kissing him once he’s sitting, kneeling on your legs next to him on the bench. While still kissing him, you find the fly of his jeans with your hands, slowly pull it down. Then you reach inside his jeans and a second later you’re pulling him out.

You break the kiss and look down at him. Who knew. Dean Winchester has a pretty cock. You bite your lip, stroke him a little. You can see Dean’s breathing hitch at that. You give him a quick kiss again, and then you lower your head.

You can tell Dean wasn’t expecting that, but then he gets with it, makes himself a little more comfortable, his hands going into your hair, not holding or pushing you, but just for contact. You lick at his tip a few times and then at the sensitive spot below it. Dean hisses, his breathing becoming heavier. You grin to yourself. You collect a little bit of spit and then take his head into your mouth. Your lips close around it and you flick at it with your tongue.

“Shit,” you hear Dean mutter. Shit indeed.

One of his hands is kind of stroking your hair a little, and it’s a weirdly gentle and sweet gesture, considering what you’re doing. You start taking more of him in your mouth, very slowly running your lips up and down him. After a few times of this, you notice Dean starting to slightly rock himself in your direction, meeting you. He’s not doing a lot of it, not making you take more of him than you already are, but it means that what you’re doing is working.

You hear a small thud and you think it’s his head hitting the back of the bench. You hollow out your cheeks, start going a little faster.

Then suddenly Dean’s grip in your hair tightens a little, and you hear him say, “darlin’?”

Reluctantly you pull yourself off him, crane your neck to look up at him. He’s breathing hard, his lips parted and his eyebrows pulled together. He looks damn good.

He licks his lips and swallows before he can talk. “Just in case you were wanting to do anything else,” he says, and his voice is a little cracked, “I think you gotta stop or I’ll be out of commission.” You think about it for a second. You were really enjoying what you were doing, but he’s right. You do want to do other stuff.

You sit up, kiss him again. You wonder if he’ll pull away, seeing as you just had his dick in your mouth. He doesn’t, he does the opposite. He pulls you in and it’s one of the hottest things you’ve ever experienced. You lay one hand on his chest and look into his eyes.

“Do you want to?” you ask, thinking it’s pretty clear what you mean. You know in the humor of your game you could tell him to have sex with you, but you want to make sure you’re both on board.

He smiles a little. “Yeah, I thought that was pretty obvious. Do you?”

You grin, push your face against his and kiss him wherever your mouth lands. It’s just above his upper lip.

He chuckles, and then you say: “Task master says fuck me, Dean.” He huffs and then says: “Damn, why is that so sexy?”

You pull him against yourself, kiss him again. He winds his hands around you, holding you close, and then you’re just making out for a moment. You’re leaning back on your ass so Dean manages to get a hand between your legs, starts rubbing you again. You’re still sensitive so you gasp a little, and he goes slower.

You close your eyes because it immediately feels insanely good. You press your lips together and concentrate on the feeling, the plans you just made completely forgotten. You open your eyes again and see that Dean is just watching you, a slightly wondrous smile on his face.

“What?” you ask, breathing hard. His smile widens.

“You’re just making some damn good faces,” he says. You chortle, bring your hand to the back of his head. “Dean, you can’t say things like that.”

He frowns. “Why?”

“Because, ugh,” you have a hard time speaking for a moment, because his fingers are still working away at you. You breath in, a little stuttery. “Uhm, because with charm like yours and what you’re able to do with your fingers, uhm, oh yes, uhm, that can make a girl all weak willed.”

You need to stop talking then because what he’s doing just feels too good. He grins wide.

“Maybe that’s how I like 'em,” he whispers to you. You’re about to tell him that whispering is on the list of things not to do as well, when the pleasure starts roaring louder in you, picks up speed and you can just say, “oh God yes,” before you come again.

Dean rubs you through it and a distant part of you realizes that this is the third time he’s made you come, and he’s not even inside you yet. Jumpin’ Jehoshaphat.

“Condom,” you manage to say, once the waves have died down. “Now, Dean,” you add, since communication is important, you guess.

His hand leaves you, and he reaches past you to the glovebox. You can’t see what he’s doing but after a second he’s pulling out a foil packet. He leans back, starts pulling his jeans and boxers down. You wish he would get completely naked, but the logistics of doing that, and later getting dressed again, in the car are just too annoying. Plus this half dressed stuff is pretty hot too. Still, you hope that there is a repeat of this where you get to see all of him.

The thought of that makes your stomach drop a little, that you hope there is a repeat. You push the thought away. Right now, you just want to enjoy what you’re getting, even if it is the only time you ever get to enjoy it.

Dean puts the condom on himself and at the same time, as you turn yourself around, he asks: “So am I really not allowed to say stuff like that? Was that a task master no or just a, Dean is a charming son of a bitch no?” You chuckle as you position yourself on all fours.

“The latter,” you say. “Task master will allow this one.” He must look up from where he was putting on the condom just then because he huffs when he sees you kneeling there.

“That’s good, because I have a lot more to say,” he says. You look back at him, wiggle your ass. “Then come over here and say it.”

You turn your head back, still seeing Dean push himself up out of the corner of your eyes when there is a sudden and painful sounding bang. You look back and Dean is holding the top of his head, which he clearly just hit against the car’s roof. You can’t help but laugh. He rubs the spot, is now grinning as well.

“Jesus, Dean,” you tease him, “you’d think you’ve never done this before.” He shrugs, and then he’s leaning over you, kisses your shoulder through your shirt. “I have,” he says, his voice muffled by the fabric, “you just make me clumsy.” You look back at him but you can’t see him with how close he is.

“Shut up,” you say, to hide the blush creeping into your face. He gently bites your shoulder.

“Is that a task master order, or—" You push back against him then, your ass meeting his cock. It shuts him up, so there’s that.

“You can keep talking,” you say, your voice low, “but you’re gonna have to live with the consequences.” He leans one hand on the back of the bench, the other going around you to find your pussy, starts touching you again.

“Consequences it is,” he says, his voice low against your ear. He touches you for a second more and then you spread your legs a little. He moves his hand to your side and rubs it over your back once, squeezing you there and then he leans back a little, lines himself up.

His tip enters you and as he pushes further in, he leans over you again, his free hand cupping your breast. He pushes into you, and your eyes fall shut. He feels amazing.

He stops moving when he’s flush against you, giving you a moment to adjust to the feeling of him.

“Dean,” you sigh, and you’re not sure what you even want to say.

“It’s okay, darlin’,” he says while he continues to gently rub your nipple through your shirt, making heat coil in your belly again. “I’m gonna take good care of you.” And that should definitely go on the list of things he’s not allowed to say, but then he starts moving, rocking, and it makes your entire body tense with how good it feels.

He starts pulling out a little and then pushes in again, and you find yourself moaning, because he feels pretty damn perfect. He seems to feel the same, because he leans his forehead between your shoulder blades.

“Shit,” he pants, “why haven’t we done this before?” You grin, your eyes shut tightly. You have no idea but now that you started you’re not sure you’ll be able to stop.

You moan his name again, and he moves his hand from your breast down between your legs again. Spurred on, you move one of the arms you’re holding yourself up with and hold yourself against the door in front of you so you can push yourself back against Dean. He’s picking up his pace, driving faster into you, harder, and you meet him on every thrust. His thighs are slapping against your ass and the small space you’re in amplifies the sound.

You clench down on him, just wanting more and more, and Dean uses the hand he has around you, the one that is rubbing your clit, to drive you harder against him. “Fuck”, he moans, “your pussy feels perfect, sweetheart.” His words make you lean your head back. On the list, immediately on the list. You want to say it but you can’t, with how hard he is driving into you and how fast he is rubbing you.

You feel your thighs clenching and then it’s like you’re carried away by a wave. “Dean, fuck, yes, yes, I’m c—“, you manage to get out, and then you are and you’re pretty sure the top of your head lifts off for a second with how amazing it is.

Dean is still fucking you, but whatever your body is doing in response to this fourth earth-shattering orgasm draws him to the edge.

“I can’t hold back, baby,” he’s panting, “you feel too good.” You push yourself harder against him in response, even though your sensitivity is through the roof. You want to feel him, just one more time.

“Come on, Dean,” you pant, “just let go, baby.” He groans and then, with a few more stuttering thrusts, he’s gone as well.

The hand that was on your clit wanders up to your chest, not fondling, just spread there as if he’s checking your heartbeat. It’s intimate and sweet and you’re not sure if it’s all the coming or something else that tugs at your heart. Could be his dick, you joke to yourself, but you’re pretty sure you can’t fool yourself.

Dean’s over you, his breathing heavy, his head back between your shoulder blades. You don’t want him to pull out, want to keep feeling him, but your legs are starting to give out.

You move a little, and it wakes Dean from his trance. He kisses your back, once, twice, which almost warrants an entirely new list, then puts one hand on your hip and he’s pulling out of you. You miss him immediately.

You turn yourself around with the grace of an eighty-year old geriatric, flop down on the seat. Usually you would be a little more cautious with where you’re rubbing your private parts, but you’ve seen how meticulously Dean washes his car, including the seats. So you allow yourself the indulgence.

Dean is pulling the condom off himself, ties it up and promptly throws it out the window. You make a face.

“The planet is dying, you know,” you say to him. He grins, shrugs. “I think sperm is biodegradable,” he smirks, a little apologetic. You huff at that.

You realize then that the radio is still playing. You haven’t heard it at all. To be fair, you were pretty distracted.

That one Smiths song is playing, and Morrissey sings all throaty, When in this charming car, this charming man.

“Look at that”, you say to Dean, “they wrote a song about you.”

He chuckles and before you know it, he’s putting his arm around you, pulling you in, and he kisses you, very, very gently. It makes your breath stutter a little, and since your genitals are all powered out, your heart jumps in and takes over the job of feeling it. Feeling it fully.

You have to pull back a little, look down. Dean squeezes your shoulder.

“You okay, sweetheart?” he asks. You nod, swallow, then look back up at him.

“This was fun,” you say, but it doesn’t encompass what you want to say. “I mean, it was, it was really… good.” Dean grins.

“Glad to hear I didn’t disappoint,” he says. You nod, and then because you can’t help yourself, you ask quietly: “Did you enjoy it?”

Dean scoffs. “Are you kidding me?” he asks. “That was amazing. Can’t wait to do it again.” He kisses your cheek then, and it’s too damn sweet. You giggle a little, and he smiles at you.

Then, feeling a little more bold, you cup his face, pull him in, kiss him again.

“Maybe next time you get to tell me what to do,” you say against his lips. Dean huffs, his eyes going wide and then he needs to close them for a  second.

“Jesus, woman,” he groans, and you laugh, pushing yourself against him and he pulls you closer.

[supernotnatural2005]

Well this was heartbreaking

Honestly the way you write these two is so captivating and intense! And like i said before, this is such a unique way i’ve seen the a/b/o dynamic done.

Like, seeing all those memories, as themselves, yet their alpha and omega counterparts are continuing on instinct 🥺 it’s such an intense, sad, hot, crazy moment my mind was just

But then he’s so sweet after and broken for her, i mean, i am too! Poor thing 😩 i’m so glad she has Dean now!

And why was the whole him takinf her to the toilet and them doing it together oddly adorable? Or am i just weird? 😅 it was just so domesticated and how he put her first etc! Gahh 😍 romance 😂

And of course Dean gets all self-conscious and self-depreciating about his past, like dude, she just watched a reel of you being tortured your whole life and you’re still a sweetheart? Are you serious rn!? 😂

I’m so curious to see where this leads. I’m taking with how much he pumped in there 🫠 she’s going to be preggo 😂 but i am curious about her pup, with her saying: “you can’t loose something that was never there.” 🤔

Can’t wait for the next chapter Beth! This was amazing as always ❤️

TO YOU I BELONG: CHAPTER 8

Series Masterlist || Main Masterlist

Pairing: Alpha!Dean x Omega!Reader

Summary: Dean isn't looking for a mate, and the last place he expects to meet his soulmate is while on a case. Fate ain't real. He still has free will, and saving you is just another part of the job. Except, monsters aren't the only things you need saving from... 18+ only MDNI

Chapter Word Count: 4.1k words

Chapter Warnings: angst, language, hurt/comfort, descriptions of heat cycle, SMUT, references to past abuse, references to past sexual assault, references of pregnancy loss, emotional abuse implied, Dean experiences brief flashbacks of that night with Ritchie

A/N: Please consider the warnings before reading. My handling of the topics hasn't changed, but a couple of the sentences are rather graphic.

Previous Chapter || Next Chapter

“Ritchie, stop! Please!”

That phrase. That shrill in your voice. The desperation as your cheek scratched over a damn blanket that wasn’t even there made Dean’s stomach churn. 

The three-seater sofa he’d once admired wasn’t as soft as he’d first thought. It’d left bruises around your hips where your skin hit its edge.

He had a front row view of everything Dick had ever done to you, and those events continued to play over in Dean’s mind every second, minute, hour, and subsequent knot.

“So tight,” his inner alpha said, on the third one, raising your thigh up to give himself better leverage to get deeper. 

His cum. Your slick. There wasn’t much left in you, but a younger version of himself would believe there were gallons of the stuff. 

Most of it had dribbled down your leg and pooled beneath you on the now saturated sheets, blending into what was originally a sheen of sweat from your fever and the flames from a once glorious fire that had since become a pile of embers. 

The stretch as he pulled himself out of you made the pressure at the root of his cock burn hotter than it had earlier when he’d secured the cabin. But it wasn’t the only burning sensation he was experiencing. 

A blunt force from a phantom object stretched the skin just below the edge of his sack. It didn’t take an idiot to know it mirrored a similar movement his own knot made, catching on your inner lips on its re-entry into your warm core. 

His alpha rolled you over, forcing your chest, stomach and pelvis into the mattress as he spread Dean’s weight on top of you. His knees and toes dug into the cushioning below, trying to get back in as deep as your cervix would allow. 

“That’s it ‘mega,” he cooed. “Gonna fill you up. We’ll make sure it sticks this time.”

Dean was mortified his alpha would be so cruel, but a fresh wave of slick gushed through the sliver of air separating your bodies, and “S’my girl,” came from his mouth next. His alpha, too engrossed to notice the split second of heartache that had come with it all.

But Dean did, and you’d never reacted like that before during sex. You’d never been in heat with him until now, either, and his gut churned again even though his limbs buzzed with wanton. 

Every nerve in him tingled with warmth. From the tips of his fingers that were grasping at the bedding, to his ass cheeks, exposed and taut from the motion of his groin dragging his cockhead through your centre.

That sweet build up tugged at him, wanting him to let go, and he wanted it, too.

He needed it.

His alpha wasn’t an asshole, not as much as Dick was, at least. Dean knew it cared for you, just as he did. But the sooner he came, the sooner he’d be in control again, and the sooner he’d be able to apologise for what his damn alpha had said to you.

His dick, while it’d deflated, had slipped out of you during his sleep, and he now sported a semi. It was also dripping cum all over the place, and things were…sticky. More so than he’d remembered.

It had taken another knot for his alpha to be sated enough to go back to being dormant again. From what Dean could tell, it was still dead to the world and sleeping off its post sex high, as were you. Though you’d been the first to pass out, having done so before he’d even had the chance to check in with you.

He removed his arm-turned-pillow from under your head, and peered over your shoulder. While he wasn’t surprised to find you still asleep, after what he’d seen, he was surprised you ever did. 

Of course, that could be said about him, too, he supposed. He always managed on that four hour bare minimum, nightmares included, and it kept him going somehow.

He leaned in closer and placed a couple of gentle licks over the open wound of his claim while his hand searched for the curve of your lower belly. 

He still didn’t understand it, but he now knew you’d been pregnant once. As with everything else, he’d seen it in your memories.

Nothing ever stuck, however. That’s what you told him back at the bunker, and it wasn’t a lie. You’d just left out the part about Dick berating you for it.

He really lived up to his namesake. Though another word for him came to mind, the more Dean thought about the cruelty he’d witnessed. He was abusive. Only it was subtle, like stuff you saw in a crappy direct-to-TV movie. 

There was hostility. Bouts of silent treatment. It was no wonder you’d said you hadn’t been ‘earning your keep’ around the bunker. Living with Sam and Dean was a vacation compared to your life with Dick. You’d done everything for him, yet he blamed you for your loss.

That son of a bitch. He…nope.

Dean couldn’t do this. Not now with you sleeping next to him. 

He needed a drink. Whiskey. Anything strong. That wine of Jody’s with the fancy label and 10.6% alcohol content warning front and centre would do the trick.

After he hit the head.

He rolled backwards to sit up, trying his best to go about things quietly. He didn’t want to wake you for several reasons, but his weight had the mattress moving with him and he had to stop and hold his breath.

“Where are you going?” you mumbled, reaching behind your back in search of some alpha skin. It landed very close to his junk.

Fuck. Even when you were sleeping, your brain was switched on to your surroundings. If he wasn’t careful, you’d realise something was up besides his engorged knot. “Hey, sweetheart. How ya feeling?” he said, unknowingly making his panic known when he answered in a wavering tone.

He shouldn’t have asked that. Not after last time.

“Tired,” you said. “Fevers coming back.” At least that’s what he thought he’d heard. The warmth radiated off of you for sure, but your other hand was busy rubbing the sleep away from the corners of your eyes and your words were hidden behind them.

“You need anything?” he asked. 

“I gotta pee?”

“Right.” That made sense. The last thing you needed was an infection on top of the heat. It was the last thing he needed to deal with, too. “Let’s get you up then,” he said, and shoved the covers off. “Can you stand?”

He didn’t wait for an answer. Your sluggish movements were enough to make him cautious. 

He pulled you and him up to your feet, finding your waist once he noted your legs were steady, and continued the tirade of overbearing questions.

“How’s the back?” was next. You could be as grumpy as an ugly cat if that’s what you wanted to be. It wouldn’t sway him away from taking care of you the way you deserved. 

“Sore.” You deadpanned. “My ovaries wanna self combust.”

And…it was starting, he was not ready, and worse, your brow quirked at his nervous chuckle. “What’s going on with you?”

“Nothing. C’mon. You’re not the only one that’s gotta take a leak.” So he lied about there being something wrong, the latter was the truth, and before you could question him, he hurried you towards the wooden floorboards as best he could move you with your current mobility.  

He just didn’t count on you raising your hands and stopping.

“Dean.” 

Shit. Sammy was the last person to say his name like that, but his brother’s usage had come with a matching bitch face. When he looked at you, there was nothing of the sort. 

Your eyes were shiny, though. Opened wide with a look of pity, and…crap. He didn’t wanna draw out the waterworks. He’d handle everything else but them, he just couldn’t stand to see you cry.

“What did you see?” you asked, bringing a hand up to rest on his chest. His heart, picking up speed the second you did. 

You were always intuitive, and he’d dealt with psychics for fuck’s sake. But this? With you looking as unhinged as he felt? It had chills running down his spine. 

What did he see? 

What did you see?

You clearly didn’t plan on moving until he gave you some kind of answer. Even if the sheets weren’t sticky with bodily fluids, your feet were well and truly stuck there. “I, ah, I saw that night with Dick after we met and,” his gaze dropped to your lower stomach, “Why’d you never tell me you lost a pup?”

You just stared at him. That look of pity you’d been giving him turned into sorrow with a hint of bitter. He’d say you were blushing, but it was hard with the flush already staining your skin.

“Because I didn’t,” you whispered. “I…I…really need to use the bathroom.”

And you did. 

You were also determined to get out of that conversation because, nope, nope, nope; you weren’t having it. Not now when Dean himself had actual demons more worthy of talking about, and your pup was… Nope.

You took a step forward, and placed your foot on the floor, only to jar the bones in your lower leg as you did. You would’ve crumpled to the ground if it weren’t for his arm still around you. It gripped you tighter, right as the other swooped down to pick up your knees.

“No!” you said, surprising even yourself with how loud your cry was. “I can manage.”

You didn’t want to burden him. He didn’t need it, and thankfully, he said nothing more, taking your hand instead.

Together, you walked the long path through the furniture. Slow, steady, in silence. All the while you, refusing to look at him, even though he tried reading you the entire way to the bathroom.

It wasn’t that you didn’t want to talk to him.

Okay, it kinda was.

But you were concentrating on not falling. Counting your steps and watching each new floorboard and their nails sticking out with interest, hoping to catch your feet on something as you passed over them so you could continue to focus on your misery over anything else. 

You were also trying to keep upright. Your traitorous uterus, along with your damn ovaries, had been putting you in your place the moment you’d woken up. If you weren’t doing all that other stuff, you’d have been bent over in half like Quasimodo, hunched back and all.

Here you were, trying not to burden your alpha with your body, when your body was the one craving your alpha, and it was a wonder you were thinking straight.

Each further step had your whole, useless body protesting, demanding you to sink yourself onto his knot. It throbbed, and you throbbed from watching it, all while everything else kept piling on top of what was already in your mind.

Thoughts of Dean’s past, thoughts of yours, and thoughts of keeping things clean of all things. You did not want to leave a trail of seed and slick over any surface, so you kept your thighs closed together, which only made the burning need for your alpha’s knot worse.

By the time you finished down the hall and crossed over the icy tiles of the bathroom floor to the toilet, you were in pure agony, and about ready to burst.

But you still pried yourself out of Dean’s arms and grasped the edge of the vanity’s sink with your fingers, stepping to the side as best you could for him. Hopefully, he’d be done before your body decided to combust over the floor.

“What’re you doing?” he asked. “I thought you had to go?” 

You did, but so did he. “I’m…waiting for you?”

Waiting and getting confused until he scoffed at you. “I can stand, you can’t.” And on saying that, his hands gripped your sides before you could protest, and guided you down onto the seat. 

“Thanks.” You forced out a meek smile for him as gravity did its thing. While it drew the ache away from all your other bits, your vag now felt like a ten tonne truck had stuck itself in there along with all the other stuff that oozed out of you.

“Of course,” Dean said, with a face that matched your prior bemusement. He was forever kind and too damn perfect, even after everything he’d seen and done.

He got down on his haunches and sat there before you, running your thighs over with those magic fingers of his while you gave him a VIP ticket to your hormonal shit show. 

Your body was gross. He didn’t need to see this, but…

“You okay?” he still asked, and your heart melted more for him. 

You nodded. How was he so kind after everything he’d been through?

He’d been tortured for fuck’s sake. Chased, killed. You’d seen the monsters you’d read about in the bunkers library. Ghosts he’d reminisced over with you when you hadn’t believed him had been ‘ganked’ before your eyes.

His childhood. His parents.

His first rut.

You’d watched his life with Lisa and Ben play out in front of you. Yet he was concerned with a pup that hadn’t even made it to your womb? A pup the doctors didn’t even count as one, because medically, it was just a clump of cells.

“I, ah, wait here for me.” He grinned that stunning grin of his, patting both your legs before he stood up and walked over to the bathtub where he relieved himself.

You weren’t gonna say anything, simply because he wasn’t rushing you. Content to be left in your solitude and perpetual pain. 

Only. Something definitely wasn’t right. Even as he took a leak, he was still staring at you, twisting himself in knots midstream to do so. And it gave you more of a complex than the one he’d already given you.

What else had Dean misconstrued from whatever the hell he’d seen?

“Did he ever put you first?” he asked.

Rather than answer, you stared back at the spluttering stream. It really was difficult to take a leak with an erection. Ritchie had never gone in front of you, so you didn’t…Stop that. 

You’d told yourself you wouldn’t compare the two of them. Dean was Dean. If he was comfortable doing this around you, so be it. 

He also never put himself first. “Do you?” you said. Eyes moving from his dick to his face. 

He ran his tongue over his cheek. The shape of it was visible below the skin as the wheels turned round in his head. “I’d say Touché…but I don’t think I wanna know why I’m saying it. Do you, ah, want me to run ya a bath?” 

You did not wish to swim in your own filth. As it was, the gunk still drained out of you, even as Dean watched.

“Um…no. A shower’s probably better.” 

He gave you a single nod, then spun himself and the taps around, waving his hand through the stream to get rid of the urine. Barrelling at you when he noticed you standing up. “Woah, woah, woah. Let’s take it easy, huh?”

Your head decided it was best just to groan in response. Your ovaries had taken their opportune moment to make themselves known again, as if you would leave them behind in the toilet.

You took a step towards the tub, anyway. You could do this, though his hand floating by your waist gave you an extra bit of confidence you didn’t need.

But Dean’s cautiousness was a good thing. Your stubborn ass wasn’t, because your next movement had your knee buckling this time. You were lucky he kept you up. 

“Yeah, ixnay on the shower,” he said, ignoring every one of your protests, even as he raised you up over his shoulder and carried you the short distance to the tub himself. Preparing the water, with you helpless. Unable to do anything but wallow in your self pity and the thought that he didn’t deserve a mate so weak as you.

Dean leaned back against the curve of the tub, pulling you with him. Glad to have put his foot down. He was not prepared to give you first-aid when you hit your head against any of the hard surfaces in the room.

He’d compromised with you, though, and he felt the genius for it. 

The warmth of the water up to his elbows soothed the aches of overused muscles and phantom pains he was trying to forget. The warmth of your breasts against his chest and your walls surrounding his still dripping cock soothed him, too.

He got bonus points for the minimal risk of cum soup and you were no longer in pain. There’d be less spillage of everything as long as he kept the thrusting not so frantic when the thrusting started happening.

But while he may have been a genius, he was also too chicken shit to bring up the proverbial elephants. As you weren’t bringing them up either, he let it slide, choosing to simply enjoy your company.

You clearly didn’t want to talk about your pregnancy. He wasn’t sure he wanted to know what you’d meant by what had he seen?

He also wanted to forget all about Dick. He was glad he knew all the details, and as much as they sickened him, it was something he needed to address with you. He’d hate to think anyone ever treated you that way again, but that was better left until after his rut and your heat was over.

“You know, there’s another world out there that doesn’t have alphas and omegas?” he said. This would make you feel better for sure. As long as he didn’t mention the part about bleeding all over the place. If he had the bits, he’d choose sweet slick over blood any day. 

“The females there have their heats once a month. Every three’s gotta be better, right?” He chuckled.

Cuthbert Sinclair, you perverted son of a bitch. He had the genius in him, too.

“Is that the one…where Sam has a man-bun?” you whispered. Your tone and your body were as stiff as a board, and didn’t even make it sound a fraction as funny as Dean usually found it. “Or where you…ate a lizard?” 

His hand had been running down your spine. 

It stopped.

He’d put his foot in it and was saying hey to Dumbo.

You knew about the other worlds? That wasn’t too bad. But he’d seen glimpses into most stages of your life and not only the times with Dick.

Childhood. School. The awkward teenage years. He’d also seen you in your prom dress, awkward, and with crap all over your face.

It didn’t take the genius he’d proclaimed himself to be to realise things had probably evened out. It took two to tango, right? You were soulmates, and he’d heard wackier crap on the job than this.

Why the fuck hadn’t he realised this sooner? 

“Ho-kay.” He grabbed your shoulders and made you pull back to face him. “It’s safe to say I’ve seen stuff that, ah, I wish I hadn’t and…if you’ve seen just as much as I have, then I’m kinda concerned here. What did you see?”

”Your…memories, I think.”

His whole body twitched. “What, ah, give me something here. Which ones?”

“Well, I…saw what happened to your mom and…your dad. The yellow eyes…um…Alistair? No wait, he was the one with the dogs…the chains and—”

“Hold on.” Dean was freaking the fuck out. He’d mentioned his parents before. It was a logical starting point to talk about his mom. But Hell, too? He doubted he’d ever told you about the hellhounds or Alistair. He hadn’t even told Sammy or Bobby about him until they were dealing with the guy topside. And as for Crowley’s pets, you were mentioning their metal bonds, too.

He’d never said a word about that. To anyone.

Had you…seen them use him like a chew toy? Had you watched him die, or worse?

That three-seater sofa hit his hip. The phantom pains of a knot being shoved somewhere between where he presumed his bladder and intestines to be. He’d taken the punches Dick threw your way. “Did you feel stuff, too?” he asked.

“It was…more like your memories but—” 

He didn’t let you finish your sentence before the arm he’d kept wrapped around you pulled you flush against him, squeezing so tight, the muscles in his chest caved in on themselves. “I’m. I—” 

But he couldn’t finish his, either.

The hellhounds had ripped him to shreds. And there’d been plenty of other times since he’d died and they weren’t exactly a walk in the park. Some had been gruesome, others painful. Some were downright bloody. 

There were also the people he’d murdered. Not all of them monsters, and you’d seen all of this in a matter of days. How were you not freaking out right now, too? 

He knew of heat fog, but you were speaking coherently and he could understand you just fine. You…

You.

You weren’t supposed to be a part of that chapter in his life. He’d planned to keep you at a distance from all of it. He…

He.

He looked up so that he wouldn’t see your face through the kaleidoscope of colours that his wet eyes brought with them. “I—” All he could do was squeeze you tighter.

“Dean. It’s okay.”

He still didn’t have the words to continue his apology. Nothing could ever make up for what you’d seen, and his voice caught in the lump that had manifested in his throat. By the time it did reach the surface, it sounded more like that of a small child, then that of a grown man.

“No, it’s not.”

“It is.”

“S’not. This is what I was trying to keep ya from.” 

He was dangerous. He was a grunt. He was mud on the sole of his boot, and you? He’d brought you into this shitty life of his. “It’s bad enough you had to go through what Dick did to you. But he did it ‘cause of me. I’m poison, and if you hadn’t met me, you—”

“I’d be vampire chow.”

Dean shook his head. “You were holding up fine until me and Sammy got there.” Though why he was bothering with the compliment when it was detrimental to the point, he didn’t know.

“And then you helped me with Ritchie.”

“I still almost left you with him,” he countered. “He, he, raped you. He,” Where was he going with this? The second he said the word, everything else stopped. He’d rather talk about hell with you than deal with the repercussions of that rat bastard. “I saw him blame you for losing your pup.”

Fuck. He’d put his foot in it now. “Sweetheart, I’m—”

“You can’t lose something that was never there,” you said.

Never there?

The silence was deafening. You could cut the tension with a knife. So many damn cliches he could think of, yet he didn’t know what to say to you.

You’d just told him the complete opposite of what he knew. He could’ve sworn dick had berated you for losing your pup. Dick had made you repeat what your doctor had said to you over and over because he didn’t trust the words you’d been saying.

Dean saw that. His mind wouldn’t just make that shit up. 

Unless the blanket wasn’t real either? The pain he’d been feeling between his knot and his asshole?

No. He’d seen your injuries. Maybe not beneath your clothes, but he’d cleaned the wounds on your face himself, and you weren’t countering with those.

You’d also straight up told him you’d seen the hellhounds and the chains that bound him. You mentioned Alastair’s name.

You’d seen his past, so he’d definitely seen yours, too.

“Did you—” Your head had lowered and he could sense the tears without even looking. “Hey,” he said, bringing his hand under your chin to cup it. “You wanna tell me ‘bout it?” 

He no longer cared about his past. Well, no, that wasn’t exactly true. There was just nothing he could do about it now. What was seen couldn’t be unseen. 

He couldn’t do anything about your current pain either besides what he’d already been doing on account of his rut.

But even he wasn’t capable of sweeping this shit under the carpet with a solution such as that. A part of him was still torn on whether he wanted said solution or not. 

He was worse than a grunt. He was worse than dangerous. He wasn’t even mud on the sole of his shoe. He was a fucking coward and…

“You don’t wanna—” you said, all too knowingly.

“No. I do.” He kissed your forehead. “I really do.”

Previous Chapter || Next Chapter

Well. I've posted this elsewhere, but as I was preparing this to post here, I got the jitters all over again. Our reader is on a path to recovery as is Dean, and they will both be there for each other, but it wil take some time.

As one of my lovely readers said over on AO3, let there be pups! Well, we’re getting closer to that happening. I hope you continue to enjoy what’s to come ❤️

Chapter 9: Ruminating 18/04

“You know, it’s the first time I’ve really cooked for ya.” 

“Because I always step in?”

His brows raised high. That wasn’t the right choice.

Still, “Yeah,” he said, snatching his burger up again and sinking his teeth into a large bite before his foot decided to come back and hang out. 

“You’re good at it.” You followed with another couple of your own. Your face read full of thoughts as you somehow chewed the tiniest of bites into smaller particles that put Cas’ idea of tasting individual molecules into play.

“Though I’m not so sure about marshmallow fluff and mac and cheese together.”

He was well aware you were doing what he had, and the comment made him snort. And dribble. “You saw that, huh?” he said as he wiped the juices off of his chin.

“Must’ve been lonely.” 

Yeah, he was right on the money. You were deviating, and who was he to stop you from it? “Is this turning into a me thing now?”

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[supernotnatural2005]

Is what 40’s Soldier Boy is giving 🫠💗

I’m again, sorry it’s taken me a while to get to this, i’ve been in a bit of a funk and now trying to get through what i’ve missed 😭

But i’m getting there, and wow i love this series so much already 😩❤️

Not only is he sweet, but he’s such a charming cheeky chappy 😂, which makes sense as his future characteristics weren’t born from nothing.

Like, Steve Roger’s was always a polite gentleman and stayed that way even when he beefed. So it makes sense Ben was a little like that before his beefing too. It’s a nice touch 👌🏻

And i’m sensing now, i feel she may be the one who broke his heart in the past? and thats why he’s such a dick to her in the present, i remember you saying there was more at play with there run in… or maybe i’m barking up the wrong tree again 😅

But then i’m also curious about the engagement and him saying it’s not what it seems.. was he forced into it for appearances maybe 🤔

Go go, Cindy Lauper, what a shout 👌🏻😂

And did she coin the Soldier Boy name 😱 is this where the Terminator plot-style time travel comes in!?

If i carry on i’ll be like Ben, asking so many questions so i will be good and be patient for this wonderful story to unfold! 😂

I’m so excited for the next part! I’m so hooked on this, like i’m jonesing man

Time After Time – Chapter 2

Summary: Unable to control your abilities, you’re stuck in the present with Billy Butcher, his team, and America’s first asshole. At this point, you’ve become Soldier Boy’s personal punching bag. But when an accident leaves you stranded in 1942, you run into a familiar face and suddenly rely on your future tormentor’s help as your only hope.

Pairing: Soldier Boy x supe!Reader

Warnings: 18+ for language, angst, humor, reader is a supe with chronokinesis (time manipulation), 1942 says hi, fluff if you squint, SB being a nice and kind human

Word Count: 4.8k

Posted on Patreon March 8, 2025

A/N: Welcome to Bizarro World, where Soldier Boy is somewhat OOC (but still a sly dog). Have fun snooping through his life, folks! Big thank you to everyone for your overwhelming support on Part 1 and kudos to all of you who figured out the little time travel theory we're going with here 🤓🩵

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Chapter 2: Is This the 40s?

Deep breaths, you reminded yourself as you squatted in a puddle of mud in an abandoned alley, throbbing and roaring head in your hands. If you could only manage to control your jittering, fragile nerves, maybe you’d find your way back.

Come on, come on, come on…

“Miss?”

Fuck.

Your gaze lifted to the tall, shadowy figure by the mouth of the alley, already recognizing the unmistakeable deep timbres of Soldier Boy before he stepped into the light.

“I believe I told you to leave me alone,” you muttered, annoyed.

An idiot like Soldier Boy would not be history’s downfall. You had to ensure the timeline stayed intact. The less interaction you had with him, the better.

“I know. I’m-… I’m sorry, miss,” he apologized once more to you.

If you hadn’t heard it with your own ears, you wouldn’t have thought apologies were even part of his vocabulary, hearing him say the word twice was almost mind-boggling. Then your eyes fixed on the little black box tightly clasped in his left hand and widened in horror – your phone.

Losing futuristic devices like this was a big time-traveling no-no.

Luckily, Soldier Boy was probably too much of a moron to puzzle it altogether. That might just be history’s saving grace.

“You-, uh, you lost this. Just wanted to return it,” he said and tentatively held the phone out to you.

With an exhaustive sigh, you jumped to your feet and ripped the device out of his hand. “Give that to me!”

You huffed a ‘thank you’ and stomped down the alley, back towards the busy street. All you needed was a quiet and warm place to figure this out and return to your own time. But Soldier Boy was still hot on your tail, following you with a swift pace.

“Miss, wait! Wait a second! Hey!”

With a few long strides of his bow legs, he had flagged you down before you’d even reached the main street. But that didn’t halt your feet completely, although he’d slowed you down significantly.

“What? I told you to stay away. Stop following me,” you snapped.

“I’m just trying to ensure you’re alright,” he insisted, attempting to appear as harmless as possible.

At this point, you thought you were beginning to hallucinate because your mind tried to convince you there was actual, legitimate worry gleaming in his forest green eyes. In reality, he was probably just acting to save the damsel in distress, so he could warm her up at his penthouse and slip something into her drink.

Not fucking happening. 

“I’m fine.” You gritted a smile and opted to ignore him as you scurried past the first crowd of people on the sidewalk.

“No offense, miss, but you don’t seem fine,” he insisted and ran in front of you, blocking your way. With a frustrated groan, you finally stopped and sent him a glare, but he only met you with a sincere look. “Let me help you, alright? I promise I mean no harm or ill-intention if that is what you’re worried about.”

Ha! 

Internally, you snorted. But he raised his open palms again as if to prove his words, his eyes boring intensely into yours. He might as well have been fucking Mindstorm.

“Listen, you look like someone who’s used to getting what he wants all the time, but no means no. Stop following me, okay?”

You hoped you had finally drilled the message into his thick skull and he’d leave you alone after this, but alas he wouldn’t be Soldier Boy if he listened to you. One step past him, and a hand grabbed your arm.

Ready to fend him off, you were surprised to find his grip wasn’t strong by any means. It was barely a brush before he dropped his hand again and looked at you remorsefully.

“I’m sorry! I just-… Please let me help you,” he reiterated with imploring green eyes. “Look, you clearly seem lost. Just tell me where you live, and I can get you home safely, okay? C’mon, you can’t do this to me.” He tried to loosen you up with a charming smile and a puppy dog look. “If you leave like this, I’m going to be up all night, worrying you’ve died of hypothermia out here.”

And my God, he seemed sincere! No wonder he had gotten attention from women like a goddamn bunny in a petting zoo.

Musingly, you then chewed on your lower lip and assessed the man in front of you. The people who strolled by you threw you the occasional weird looks – you’d chosen a bad day to wear a Led Zeppelin t-shirt and ripped jeans.

Admittedly, you could use a little help here. Maybe if you were being careful with the timeline – and him – you could risk it.

You exhaled a hesitant breath, but your head nodded slightly. “Just-, uh, just get me to Fifth Avenue. I can find my way from there, alright?”

It was a simple request, but his brows drew together as if you’d just asked him something insane.

“Fifth Avenue as in New York City?” he questioned.

Oh no, you didn’t like where this was going.

“Yes?”

He clicked his tongue, scratching the nape of his neck where the collar of his coat ended. “Well, uh, I guess I could take you there tomorrow. It’s about a four hour car ride in this weather. I mean, if we took the train, we’d be a little faster.”

Four hours?! 

“Where-, uh… What, uh, what city am-, am I?”

He clicked his tongue again. This time, a little smirk twitched on his lips too, but he tried his best to hide his amusement. “Uh, Philadelphia. You know, Pennsylvania?”

“Yeah, no, I know geography, thank you.”

“Are you sure?”

Curling your lips, you tilted your head at him, your cheeks catching heat, even though you were practically freezing. Oh, he was trying to be clever now, wasn’t he?

Sheepishly, he met your eyes and smiled innocently.

But when that little fascinating moment had passed, you realized you were still stuck here, and the panic set back in. Your gaze flickered around – there was nowhere you could go. However, you then noticed something else – no one was staring at Soldier Boy, even though he was supposed to be America’s greatest hero. Was he in a disguise? Was that what he did back then?

“So, uhm… is this the 40s?”

There was beat of silence as he licked his lips. “Yeah, uh, this is the 40s, sweetheart.” He laughed heartily, throwing his head back. “You know, I’ve had some bad hangovers and woke up someplace, not knowing where I was, but I’ve never forgotten the year before.”

No surprise, you thought wryly and then swallowed, glancing back up at him.

“So, uhm, what year is this?”

“It’s January 24, 1942,” he replied patiently, his eyes watching you closely.

And then, it began to dawn on you.

“And what d’you do? Are you, uhm–“ Soldier Boy? “–a soldier?”

He laughed again, his cheeks slightly blushing in the cold. He adjusted the flat cap on his head. “Uh, no. Well, not yet anyways. I actually just came from the office downtown and enlisted when I ran into you.”

Holy fucking shit.

The man before you wasn’t a supe yet. He wasn’t Soldier Boy yet. He was just a normal human, and you felt like you were staring through the looking-glass and seeing Wonderland.

And if your math was correct, it also meant the guy in front of you was no more than 23 years old.

Holy fucking shit.

“But, uh, I also work at my father’s office,” he added after you hadn’t said anything. “Why are-, why are you looking at me like that?” he then asked with a flustered chuckle, and you realized you were still staring at him.

“Oh, uhm, I’m sorry,” you apologized quickly and forced a smile. “You just looked like a soldier, I guess.”

His cheeks reddened even more as he bashfully averted his eyes to the snowy pavement and scratched the back of his neck. “Well, uh, thank you.”

He clearly took it as a compliment that he already looked the part of a hero. Nice save, you praised yourself.

“Why-, uh, why don’t we get you warmed up a little, huh?” he suggested kindly and finally dared to step closer. Swiftly, he took off his coat and draped it over your shoulders and bare arms. “Here, take my coat. You poor thing must be freezing. Look at you, you’re shaking.”

His smile was friendly and reassuring as he adjusted the collar around your neck. Uncomfortably, you rolled your shoulders, though, and backed away from his touch.

“Alright, uhm, just please don’t touch me,” you said, your voice meek and barely audible. You knew technically it wasn’t the same guy who had abused, tortured, harassed, and bullied you for months on end, but you still didn’t want his hands anywhere near you.

“Okay, yeah, sure,” he resigned and raised his palms again before gesturing down the street, trying his hardest not to lay a hand on the small of your back and lead you there himself. “There’s a diner a few blocks from here. Would that be okay?”

Reluctantly, you nodded, wrapping the thick coat, which smelled like his cologne and cigars, tighter around you as you followed him.

Fortunately, the diner was quaint and dimly lit. The bell above the door jingled as you entered with your unwanted sidekick. He made sure to always stay one step behind you, and you didn’t know if it was because it was polite to let the lady go first, or if he just wanted to keep a watchful eye on you in case you’d make a run for it again.

You passed a row of customers sitting hunched over at the counter before Soldier Boy – or not Soldier Boy yet – then picked a table in a quiet corner, away from everyone else as if he knew you’d appreciate the privacy. The less people saw and noticed you, the better. You knew you had to get home fast before messing up the intricate fabric of time too much.

“So, uh, what’s your name?” he asked as the waitress placed down his simple black coffee and your Earl Grey, your cold hands quickly grasping onto the hot mug and warming against the ceramic.

“Uh… Cindy,” you replied quickly, not wanting to give him your real name and share too much. It was smarter to be careful.

“Cindy, huh?” The name rolled off his tongue with a subtle smirk as if he liked the sound of it. “Does that come with a last name?”

“Uh, yes… Lauper,” you replied and bit your lip hard. “I’m, uh, from the Lauper’s of Upstate New York, you know? From a small town called, uh… Flatiron.”

“Huh. Interesting…” he mused, pursing his lips. “Never heard of it.”

“Yeah, well, like I said, it’s a small town…” you deflected and sipped on your drink.

“Well, uhm, I’m Benjamin Brooks,” he introduced himself with a suave smile. “But, uh, most people just call me Ben.”

When you only gave him a disinterested nod, he licked his lips, his fingers tapping against the coffee mug in his hold before he looked at you again and cleared his throat.

“You’ve, uh, probably heard of the name. My father owns half the steel mills in the state,” he said with a bragging grin, which lost its energy when you still didn’t give him the time of day.

“Uh-huh…”

“Brooks Steel Company? You’ve never heard of it?”

“Nope.”

“Huh.” Somewhat defeated, he pursed his lips, his fingers tapping on the table this time. Then, a soft smile formed as he leaned back in his seat. “So, uh, what about you? What brings you here to Philadelphia?”

“Uhm… business,” you said as if you were answering a customs question at the airport.

“Really? What kind of business?”

“You ask a lot of questions…”

He chuckled slightly, his cheeks blushing. “Well, uh, excuse my curiosity, please. It’s just-… well, the clothes you’re wearing and the, uh, weird black box you’re carrying… What is it, anyway?”

Shit. 

“Uh, it’s a… flashlight,” you replied, thinking of the most basic function of your phone.

“Flashlight?”

“Yes, it’s a… prototype. Uses lithium-ion batteries instead of the carbon-zinc ones you find in flashlights at this… current time… right now,” you explained in a careful stammer and only realized you might have said too much when his brow raised.

“Huh.” He stumped for a beat. “You know a lot of technical things for a woman.”

Internally, you wanted to groan at the sexist remark, but considering it was 1942, you had to admit he was probably right. Even in the 21st century, it was still a rarity to find a woman in a STEM field.

“Yes, uh, well, my father taught me some stuff,” you lied. As a matter of fact, your father was a drunk loser, who couldn’t change a single lightbulb even if you turned it into a joke. “You know, just small… simple things. God knows I could barely understand what he was saying half the time.”

Your silly giggle at the end was the cherry on top of your sales pitch.

“Ah, that makes sense,” Ben bought it, chuckling.

Jesus fuck, shoot me…

“Where did you get it?”

“Huh?”

“The flashlight.”

“Oh…” Think fast. “I-, uh, I built it, yeah… To sell, you know? It’s an experiment, but it failed, so you can forget about it, okay?”

That was believable, right? Wozniak got nothing on you. And technically, you had already swapped out the broken screen glass of your vPhone multiple times – by yourself. It wasn’t so far-fetched if you really thought about it…

“Alright.” Ben nodded, a smile playing on his lips as he took a sip of coffee. “And, uh, is that why you’re wearing those clothes? Are you a mad scientist or farmhand or–“

Your eyebrows drew together. “A farmhand?”

He laughed lightly, shaking his head. “I promise I don’t mean any offense, sweetheart. It’s just women… people usually don’t really run around wearing… well, that,” he explained and gestured a hand up and down your frame.

Uncomfortably, you wrapped his wool coat tighter around you, the small, pleased twitch of his lips at your action sending a shiver down your spine. As you let your glance wander through the small establishment, you noted the tight dresses and skirts with tailored waists all women were wearing. You definitely looked odd and out of place compared to all the Mrs. Maisels around you.

Most of them were even wearing hats, too. Hats. Wide-brimmed ones and pillboxes and snoods and berets. Fucking berets.

And here you sat – with a messy bun that you hadn’t even bothered to brush once after rolling out of bed this morning.

“No, I-, uh, I just grabbed what I found,” you answered him quickly then but could see his lips parting with another question. Luckily, you were interrupted this time.

“Benjamin Brooks! You rat bastard!”

Ben’s green eyes widened almost comically as he shared a brief look with you before turning his head to the young, furious woman who stormed into the diner, heels clicking on the floor.

Ah yes, finally a more familiar side of the man you recognized from the future.

“Grace, darling!” Flustered, he rose from his seat with an awkward laugh, and you could tell he was trying to keep the drama on the down-low for your benefit.

The harsh slap across his cheek he instantly received, however, echoed loudly through the quiet diner. A few heads turned as cutlery clinked against tableware, but no one dared to say anything. You buried your face in your tea and tried to stifle your laugh.

Man, you would love to slap the human version of him, too.

“Don’t darling me, Benjamin, after you’ve been two-timing me with that tramp Betty Vanderbilt!” the girl yelled loud enough for the whole diner to hear.

Sheepishly and with a bit of charm, Ben scratched the back of his neck. “Well, to be fair, I thought you knew about Betty. We weren’t exactly exclus–“

He barely got the word out before another slap rang through the diner as her hand came down hard on his cheek once more. It was turning crimson red rather quickly and was a sight to behold. You had to admit you liked that girl.

“Not exclusive?! We’re engaged, you dog!”

Holy shit! Soldier Boy used to have a fiancée? Well, you’re not surprised that didn’t work out…

“I already forgave you once for sleeping with Sheila! I can’t believe you did this to me again!”

As much as you enjoyed the show, you appreciated the distraction and saw it as a perfect opportunity to sneak away and finally get rid of him. Stealthily, you rose from your chair and crept by the arguing couple to the exit.

You were warmed up enough to find shelter on your own and hoped the timeline wasn’t too cracked when you’d return. Mostly, though, you hoped Soldier Boy was too self-centered to remember someone like you.

You had made it all the way to the sidewalk again before his voice reached your ears. You sighed your frustration but kept on walking, ignoring his calls.

“Cindy! Hey, uh, wait!”

Shit.

Why was he so fucking fast? He wasn’t even a supe yet.

Once more, he came to a stop in front of you and blocked your way. “Why-, uh, why did you leave? I mean, I know this looked really bad, but–“

“Look, uh, thank you for everything,” you interrupted his beginning of an excuse with as much patience as you could find within yourself. “I know you’re trying to be nice and all, and you’ve been super kind… But I’ve got it from here, alright? Just forget you ever met me, okay?”

Amused, he snorted. “Well, kinda hard to forget someone like you, sweetheart.”

Fucking fuck.

“What d’you mean? I’m completely normal.” You tried to shrug it off, but you’d never been the best actress – another thing the two of you had in common.

“No, you’re not.” A smirk rose on his lips that he tried to bite back. “I mean, sure, you’re exceptionally beautiful, but you’re also kind of… mysterious. Guess that’s what intrigues me.”

Fuck. In all your effort to get rid of him and save the timeline, you had actually attracted his attention more. It seemed like your dismissiveness and aggression had only piqued his interest instead of deterring it. Your fallacy was thinking he’d back off from a strong, rude, and unruly woman like you.

You probably should’ve acted more like Grace, Betty, and Sheila – be forgettable.

“Alright, out of curiosity, does this little routine usually work for you?” you challenged, arching a brow. A smile played across your lips as you watched his reaction.

“What routine?”

“Oh, you know… Turning up the charming smile and being nice, while also dropping your rich daddy’s name and how much money you’ve got,” you retorted. “I mean, I guess it must work, right? Surely worked for Grace, Betty, and Sheila so far.”

Bobbing his head, he pursed his lips for a moment while you enjoyed your win. But with a smack of his lips, he found your eyes, the little smirk on his lips not fully vanished yet.

“Alright, I know how this looks, okay? But it’s not what you think,” he started.

“Oh, so you didn’t sleep with all of these women?”

“Well, uhm…”

Complacently, you threw him a smile. “Goodbye, Benjamin.”

“No, wait! Why don’t you come back inside with me where it’s warm and let me explain everything?” he proposed and then sent you that charmingly cute smile again. “I’m kinda starting to freeze here, you know? You’re still wearing my coat, sweetheart.”

“Oh, uh… Sorry.” Your brow knitted as you stared down at the warm, long clothing item around you. Flustered, your cheeks blushed, but as you began to take it off with the intent to hand it back to him, he stopped you.

“No, uh, please keep it. I can find another one,” he said, laughing softly. “Besides, it looks better on you.”

God, you wanted to slap him like Grace.

“Well, uhm, thank you, but I’m still not coming back in there with you again, alright?” you said firmly. “I have to get going now. Don’t follow me anymore.”

You tried to push past him, but of course, he still wasn’t listening to you.

“Wait! Just wait a second!”

And you knew if you didn’t stop, he would just keep following you till you both died of hypothermia. So, you spun to face him with a deeply impatient frown.

“Do you even know where you’re going? Do you have a place to stay?”

“Yes.”

“Where? In New York? You know, you’re not going to make it there on foot today. Especially during this weather,” he noted with a bit of playfulness in his voice. “Unless, you’re planing on stealing a car.” He chuckled but then lifted a brow at you. “You’re not, are you?”

“No, of course not!”

Well, not the worst idea…

“Alright, look, my parents are out of town for a month. Got the the whole mansion to myself. Just stay at my place for the night, and we can figure out how to get you to New York in the morning, alright?”

“You do know what that sounds like, right? Are you even hearing yourself?” you questioned, causing him to laugh again. It was still weird to hear it without undertones of viciousness in it – like a temporal whiplash.

“The house is big enough, and I promise you’ll have your own bedroom. Not mine, alright?” he clarified but tried to hide a smile. “Unless–“

“Nope.”

“Alright, well, uh, the point is, it’s big enough, so you don’t even have to see me if you don’t want to,” he added with an innocently imploring look. “Just let me help you, please.”

You crossed your arms over your chest, your brow only creasing more. “Why do you wanna help me so badly, huh? I don’t understand. I mean, are you really doing this out of the sheer goodness of your heart of gold? What’s your angle here, soldier boy?”

He chuckled, his cheeks warming with a flush. “Gotta say, kind of like that nickname.”

“I bet you do,” you muttered wryly. “So, why? Why are you helping me?”

Ben scratched his jaw and took a step closer to you. The air shifted, a part of you wondering if he’d finally drop his mask. He kept his deep voice low as he spoke.

“Look, I don’t know what’s going on here, but I know you’ve been serving me a lot of bullshit today.” Your heart stopped, but when you glanced at him, he wasn’t angry. He was… worried. “I don’t mind, okay? You just-… you look like someone who’s in a bit of trouble, and I guess I can relate, so let me help you, alright?”

“I-… I don’t know,” you replied honestly this time, both hesitation and caution shimmering in your eyes as your teeth clawed into your bottom lip. “What if I say no, you’re gonna hand me over to the cops? The asylum people?”

“Is that where you broke out from?”

A bit offended, you gasped. “The asylum?!”

Granted, you were acting a little crazy – for the time period. You were perfectly ordinary and sane in your own century.

Oh God, was that how Soldier Boy felt in your time? Always displaced and out-of-touch? What a horrible feeling…

“No, jail,” he said then, which caused your brow to raise in surprise.

“Oh.”

He cocked an eyebrow at you. “Wait, did you break out of jail?”

“No!”

“Alright, uhm…” Ben laughed and rubbed his palms together, probably to keep himself warm. His sandy-blond hair had collected quite a bit of snow. He must’ve forgotten his cap inside the diner. “Listen, I’m not going to call anyone. I promise you can trust me, okay?”

That seemed like a trap, right? A demon tricking you into making a deal for your soul.

“Are you, uhm, running from someone?” he asked, with not only concern but also determination to fight whoever was after you gleaming in his eyes.

Ironic, you thought since you were running from him.

“Uh, no, not really,” you replied hesitantly.

“Were you held somewhere?” he asked next, carefully licking his lips. “You know, against your will?”

Yes, by you, you wanted to scream.

“Kinda, yeah,” you admitted softly. And in a way, it felt weirdly therapeutic to confess that to the Dr. Jekyll version of your future Hyde.

“Okay, uhm…” He swallowed subtly, nodding. Then, his eyes bored so sincerely into yours you really thought you’d fallen down the rabbit hole. “Well, you don’t have to be scared. You’re safe with me, alright?”

Fuck. You were fucking screwed, weren’t you?

“So? You’re finally gonna let me help you?”

You exhaled a deep breath as you assessed the man in front you once more. You had no place to go, it was cold, and the sun was beginning to set. Your powers, on the other hand, still seemed to be dormant.

“Fine,” you caved at last. “One night. And you better not crawl into my bed, alright?”

Placatingly, he raised his hands again but there was a broad smile on his freckled face this time. “Understood, loud and clear. I heard you earlier – no means no.”

Wow. You began to wonder what really happened to the guy in the following 80 years to shape him into the toxic piece of shit you have to deal with on a daily basis.

“You sure your fiancée won’t mind if you take another woman home? I don’t wanna get burned at the stake again,” you quipped, but there was wariness behind it. Grace’s slaps looked pretty painful. You’d rather avoid it if you could.

“Again?”

“Long story,” you sighed. When you first had told Soldier Boy about your past, he’d been kind and understanding. He’d said it was a good thing that all those people who tried to burn you were dead now – which was about the nicest thing a guy like him could’ve said.

Then he turned around and made fun of you for months on end.

“Well, uhm, I can assure you she won’t kill you. It’s not like that, alright? She’s not my fiancée. Trust me,” Ben said, amused.

“That’s not what she said,” you pointed out. You were definitely believing that woman over him. He was a fucking dog – as Grace put it. You were sure that personality trait was the same at any point in time.

“Technicality.” He shrugged it off. You arched a brow. He smirked. “It’s a long story, too.”

You rolled your eyes, sighing. “Alright, fine.”

Ben’s smile twitched eagerly to rise higher by the heartbeat. “Okay, uhm, my car’s over there.”

He gestured down the street past the diner and let you pass, only walking closely next to you but careful not to touch as his arm only hovered protectively behind your back.

“Still no touching there, alright, Romeo?” you reminded him with a stern finger.

“I know,” he sang, chuckling. “Just trying to be proactive here. There’s a lotta ice, you know? Wouldn’t want you to slip in your basketball shoes.”

For reference, you were wearing a simple pair of black Chucks.

“Fine, I’ll allow it.”

“You allow it, huh?” he teased with a boyish grin.

“Yeah, I’ll allow you to protectively guard me from a distance,” you retorted. “You’re not supposed to enjoy it, though.”

“Oh, I don’t think that was the deal we made, sweetheart.” His grin grew even wider now.

“Don’t make me regret this already,” you sighed.

“Well, uh, too late. We’re already here,” he then said and stopped, motioning to a deep emerald green, elegant, sleek car with a beige convertible roof. “That’s it. It’s a Cadillac 75. What d’you think?”

“I don’t know enough about cars to be impressed,” you told him.

He laughed, rubbing his chin. “Well, worth a shot.”

Ben then opened the door for you and waited till you were safely seated inside (or trapped) before rounding the vehicle and sliding into the driver’s seat.

And as the two of you drove down the snowy streets of Philadelphia, you wondered if you had just gotten into a car with Clarence or with the fucking devil himself.

▶️ Chapter 3: I'm Going To Be a Lady If It Kills Me – APRIL 11

Ah, yes... Wouldn't we all love to slap him like Grace in the future? 😂 What do you think of young Ben so far? While he seems nicer and kinder than his alter ego, there are surely some core personality traits present 😜

Coming Up:

Reluctantly, you stepped into the hallway, unsure of how to ask, but the need to find something – anything – took over. It wasn’t like you could just wander around in a towel, although you were sure your host would probably appreciate the sight.

“Uhm, Ben?” you called softly, your tone a little shakier than you'd intended.

A few moments passed before his voice answered from down the hall, a bit too loud, as though he’d been waiting for this. “Yeah?”

“I-, uh, I don’t have... anything to wear,” you said quietly and swallowed, your gaze drifting to your bare feet on the floorboards.

There was a long pause before he appeared in the doorway, his face flushed. “Right. Well, I-... I can get you something,” he said. His eyes flicked to the floor for a moment before meeting yours again, the awkwardness hanging between you like a palpable thing that you could reach out and touch with your fingers. “I–” His voice dropped lower as he turned away for a second, his hand on the doorframe. He then gave a brief chuckle, almost self-conscious. “I don’t usually keep spare clothes for, uh, guests. But I’m sure I can find something that fits you. One second.”

You felt tethered to the ground as he disappeared down the hall, unsure whether to laugh or fucking scream. He came back a few moments later with a shirt and pants, an outfit clearly meant for a man, and you were pretty sure they were his own. The fit would be loose, but better than nothing.

“Here,” he said, offering it to you. His gaze lingered on you a second longer than was probably polite before he turned away again, his cheeks tinged pink.

Yeah, you had to get rid of the towel. You didn’t want to give him any ideas – or more, for that matter. He’d already seen you naked various times in the future. You knew privacy was an alien concept to that man.

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[supernotnatural2005]

Thank you for the tags @bettystonewell , @sorryitsmyfirstdayonearth @justwhisperingfantasies @mellowyellowdaydream and @roseblue373

I’m probably super late to this party, life and all but, here goes 😅

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[supernotnatural2005]

Aww tysm 🥹 i really appreciate being included in this, among so many other wonderful writers 💗

✧ 𝔻𝕖𝕒𝕟 𝕎𝕚𝕟𝕔𝕙𝕖𝕤𝕥𝕖𝕣 ℝ𝕖𝕔 𝕄𝕒𝕤𝕥𝕖𝕣𝕝𝕚𝕤𝕥 ✧

𝘛𝘩𝘦 𝘧𝘰𝘭𝘭𝘰𝘸𝘪𝘯𝘨 𝘤𝘰𝘯𝘵𝘦𝘯𝘵 𝘪𝘴 18 +.

♢ 𝘚𝘮𝘶𝘵 ♡ 𝘍𝘭𝘶𝘧𝘧 ☆ 𝘈𝘯𝘨𝘴𝘵 ♧ 𝘚𝘶𝘨𝘨𝘦𝘴𝘵𝘪𝘷𝘦 ☼ 𝘚𝘦𝘳𝘪𝘦𝘴

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☽ @take-it-on-the-run ☾ 𝖭𝗈𝗍 𝖺 𝗅𝗈𝗍, 𝖩𝗎𝗌𝗍 𝖥𝗈𝗋𝖾𝗏𝖾𝗋 ♡

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☽ @sacr1ficialang3l ☾ 𝗈𝗅𝖽𝖾𝗋!𝖽𝖾𝖺𝗇 𝗁𝖾𝖺𝖽𝖼𝖺𝗇𝗈𝗇𝗌 ♢♡

☽ @pieandflannel ☾ 𝖡𝗈𝖽𝗒 𝗌𝗐𝖺𝗉 ♢

☽ @bettystonewell ☾ 𝖲𝗇𝗂𝖼𝗄𝖾𝗋𝖽𝗈𝗈𝖽𝗅𝖾𝗌 𝖺𝗇𝖽 𝖲𝗉𝖾𝖼𝗂𝖺𝗅 𝖲𝖺𝗎𝖼𝖾: 𝖯𝖺𝗋𝗍 1, 𝖯𝖺𝗋𝗍 2, 𝖯𝖺𝗋𝗍 3 ♢ 𝖲𝗎𝗆𝗆𝖺𝗋𝗒: '𝖳𝗐𝖺𝗌 𝗍𝗁𝖾 𝗇𝗂𝗀𝗁𝗍 𝗈𝖿 𝖿𝖺𝗄𝖾 𝖢𝗁𝗋𝗂𝗌𝗍𝗆𝖺𝗌 𝖺𝗇𝖽 𝖺𝗅𝗅 𝗍𝗁𝗋𝗈𝗎𝗀𝗁 𝗍𝗁𝖾 𝗁𝖺𝗅𝗅𝗌, 𝖼𝗋𝖾𝖺𝗍𝗎𝗋𝖾𝗌 𝗐𝖾𝗋𝖾 𝗌𝗍𝗂𝗋𝗋𝗂𝗇𝗀, 𝖾𝗏𝖾𝗇𝗍𝗎𝖺𝗅𝗅𝗒 𝗈𝗇 𝖺𝗅𝗅 𝖿𝗈𝗎𝗋𝗌… 𝗈𝗋 …𝖬𝗋𝗌 𝖡𝗎𝗍𝗍𝖾𝗋𝗌 𝗂𝗌𝗇'𝗍 𝗃𝗎𝗌𝗍 𝗆𝖾𝗌𝗌𝗂𝗇𝗀 𝗐𝗂𝗍𝗁 𝖣𝖾𝖺𝗇'𝗌 𝗎𝗇𝖽𝖾𝗋𝗐𝖾𝖺𝗋 𝖽𝗋𝖺𝗐𝖾𝗋. 𝖲𝗁𝖾'𝗌 𝗆𝖾𝗌𝗌𝗂𝗇𝗀 𝗐𝗂𝗍𝗁 𝗒𝗈𝗎𝗋 𝗅𝗈𝗏𝖾 𝗅𝗂𝗏𝖾𝗌, 𝗍𝗈𝗈.

☽ @supernotnatural2005 ☾ 𝖳𝗁𝖾 𝖦𝗋𝖾𝖺𝗍 𝖲𝖺𝗆 𝖶𝗂𝗇𝖼𝗁𝖾𝗌𝗍𝖾𝗋 𝖢*𝖼𝗄 𝖡𝗅𝗈���𝗄! ♢♡

☽ @lynhub ☾ 𝖯𝗅𝖺𝗒𝗂𝗇𝗀 𝗎𝗇𝖿𝖺𝗂𝗋 𝗐𝗂𝗍𝗁 𝖽𝖾𝖺𝗇 𝗐𝗂𝗇𝖼𝗁𝖾𝗌𝗍𝖾𝗋 𝖻𝗅𝗎𝗋𝖻 ♧ 𝖲𝗎𝗇𝖽𝗋𝖾𝗌𝗌 𝗌𝖾𝖺𝗌𝗈𝗇 𝗐𝗂𝗍𝗁 𝖣𝖾𝖺𝗇 𝖶𝗂𝗇𝖼𝗁𝖾𝗌𝗍𝖾𝗋 ♧

[supernotnatural2005]

I feel you, i’m still trying to catch up on my reading! And complete requests etc 🫠 but i love this! 💗

And also i feel like Sammy is too warm, like you wouldn’t be able to cuddle long without sweating buckets 😂

But you know i’m unashamedly a Dean!girl, so i will always pick him. 😂💗

As for why and sleeping positions: i’ve noticed Dean sleeps on his front a lot, and i can just imagine he’s the type to tug you under him and just hold you to him 🥹.

(Just imagine being that pillow 😩😍)

Plus i feel like Dean is at just the right temp, warm but he also feels the cold too, and so you would just huddle closer together in those times😏

And then on those especially harder nights, maybe a hunt gone wrong, maybe he’s dealing with the MOC or Michael, and doesn’t trust himself to hold you, you’d hold him instead. 🥹And he’d let you, because Dean is a touch starved s.o.b and this way he can still get his cake and eat it. 😂

And then for the fact i think Dean is such a morning instigator, the tired sleepy kisses, not always leading to more, but just holding you, touching you like he still can’t believe this isn’t a dream 😍

(Exhibit a) 🥵

I may have rambled, so apologies 😅 thanks for the tag @jollyhunter 💗💗

I swear I'm not ghosting anyone !!

I'm slowly working mysef through 20 plus tabs of fics of y'all that I want to savour and comment on and I don't want to rush reading them :') and reblogs and messages / asks I'll reply to!!

I'm getting there, but I'm sloooow - bear with me <3

ON A SIDE NOTE:

Pick one and give me your ridiculous reason + your sleeping position.

I'll go first: Picking Dean (gasp) because I don't want Sam's long-ass hair in my face when I'm the one spooning. (I love your long hair Sammy but I also like breathing) And I'd probably just flop down on top of Dean like a blanket - chin on shoulder, face buried next to his, cheeks resting against his stubbles. Going full koala mode 🐨 (plus, it's good for anxiety and panic attacks so <3)

Gonna shamelessly tag you cupcakes; @ambiguous-avery @bettystonewell @the-potato-is-lonely @supernotnatural2005 @maddie0101 @sorryitsmyfirstdayonearth + of course anyone who wants to tell me their sleeping position and bed partner 😏

[supernotnatural2005]

I’m honestly such a bully to Sam sometimes 😂 the things i put him through!

And i was hoping someone would point that out 😂 I was doing a break a fourth wall moment

Tysm for reading Liane 🥰💗

Hey love! Could I request Dean and wife!reader who have been trying for a baby and reader is finally pregnant and then during some celebratory sex, Dean has a moment where he realizes that he might have a tiny (massive) pregnancy kink? Maybe we can traumatize Sammy with it a little too just for fun

Burning for You

Pairing: Dean x Reader

Summary: You're pregnant and it's awoken something feral, something instinctual in Dean.

Word count: 4.7k

Prompt: "But you said..."

Warnings/tags: Smut (18+), Canon divergence, 'fix it fic', fluff, pregnancy kink, established relationship. Kind of spoilers?

AN: Okay so I've done a 3 in 1 one with this one!😅 What originally started as inspiration from this gif 👆🏻 by @heytheredeann, then turned into writing up this prompt, which then felt like it would work well with this request too! 😂 This is set during and after the events of 'Carry On'. Yes, another "fix it fic" because, why not? 😂 I hate that ending! But, I hope you enjoy this one @sir-thisisadndserver and also excited to kick off my second @jacklesversebingo card 😁

Main Masterlist

JVB Masterlist

“But you said…”

“I know, baby.” You sighed, pausing as you folded a shirt into your duffle. “I promise, once this case is over, we will. Okay?”

Dean didn’t respond right away. When you glanced over at him, you had to bite your lip to keep from laughing. He sat on the edge of the desk, head bowed, fingers fidgeting in his lap—like a little boy who’d just been told Disneyland was off the table. No tantrum, just pure, pitiful disappointment.

It was tempting to give in. But this was a decision you both had made—one final hunt, one last job, and then you were done. No more blood-soaked motel rooms, no more chasing monsters in the dead of night, no more wondering if you’d make it back alive.

Just a normal life. A real future. And maybe, just maybe, a family.

You, Dean, Sam—even Eileen—had all agreed. It was time. Let the next generation of hunters take the wheel. You’d earned your way out.

Of course, the universe had a sense of humour, because your last job wasn’t just any hunt. It was pulled straight from John Winchester’s journal—a cold case, buried since 1986.

Akron, Ohio. A family torn apart. The father drained of blood, the mother’s tongue removed, and the kids—vanished. Classic vamp MO, the kind John had chased for years but never managed to put down. Now it had circled back, like some twisted full-circle moment. And it was up to you three to finally put it to an end.

You sighed, taking pity on him and crossed the room, stepping between his legs. You let your arms slide over his shoulders, fingers curling at the nape of his neck, and his hands instinctively found your hips, thumbs stroking the skin just beneath your shirt.

“Look,” you murmured, tilting his chin up. His pout was as ridiculous as it was endearing. “I’m all for trying, I am. And if this is really it, our last hunt, then we’re gonna have all the time in the world to, you know…” You smirked, voice dipping suggestively.

Dean’s eyes lit up instantly, a grin tugging at his mouth. “Oh, hell yes.”

He leaned in, pressing a firm but chaste kiss to your lips before pulling back just enough to study you. His fingers tucked a stray strand of hair behind your ear, then skimmed down to your cheek.

“It is the last one,” he said, voice rough with conviction. His hands squeezed your hips like he needed you to feel it. “I want to stop. I want to do life with you.”

One of his hands then slid lower, resting over your belly where, for months now, he’d been dreaming of something more. A future. A family.

“I wanna make a baby with you.”

Your heart swelled, and your hand came to rest over his. “I want that too.” It left you in a whisper, but the second the words were out, Dean lit up—equal parts awe and that boyish joy that melted you every time.

“So…” he grinned, already pulling you in closer, “why not start now? We’ve got, what—” He flicked his wrist dramatically to check his watch. “Fifteen minutes before we hit the road. And technically, this is our last hunt…”

His eyebrows waggled as his hands slipped down to squeeze your ass, all charm and mischief.

You closed your eyes with a quiet sigh. “You’re impossible.” You huffed humourlessly as you pulled away. “I am not potentially conceiving our child during a quickie, Dean.”

He’d been pestering you for days to ditch the last layer of caution, but you’d held the line. You wanted to be sure—really sure—that this was the end of the road. No more hunting. No more living out of duffels. Just you and Dean, grounded in something real.

“Hey, some of our hottest moments have been on a time crunch, and you know it.” He pointed at you as if daring you to argue.

And honestly? You couldn’t. He had a damn point. Your wedding night, for instance—sinful, passionate, right there in the chapel, until an angry Elvis had chased you both out onto the Las Vegas strip.

But that was beside the point.

“C’mon, I’ll make it worth your while,” he coaxed as he stepped up behind you, strong arms wrapping around your waist. His lips ghosted over your neck, trailing to that sensitive spot just below your ear, the one that had you shivering in his arms.

Goddamn it.

Twenty-five minutes later, you slid into the backseat of the Impala, cheeks still warm and hair slightly out of place. Dean climbed behind the wheel, looking like the cat who got the cream—smug, satisfied, and grinning like the devil himself.

Sam was already in the passenger seat, arms crossed, jaw tight. The moment Dean turned the key in the ignition, Sam glanced between the two of you, narrowing his eyes.

First at the faint, fresh bruise on Dean’s neck.  Then at you, subtly tugging your rumpled shirt into place.

And it clicked.

“Guys. Seriously?” Sam exhaled through his nose and shook his head like a disappointed parent.

You bit your lip, fighting back a laugh. Dean didn’t even try.

“What?” he said, full of faux innocence. “I can’t show my girl a little love, but you can have phone sex with Eileen?”

Sam’s jaw dropped. “I—what? I wasn’t—”

“‘Course you weren’t, Sammy.” Dean smirked in triumph, looking far too pleased with himself. He may have accidentally overheard his little brother’s, not-so-innocent, conversation with Eileen over the phone as he passed by his room on the way to you. 

To further prove his point, Dean continued, in a terrible imitation of Sam’s voice, “I can’t wait ‘til I can see your—”

“Dean!”

“Dude!”

You and Sam shouted in unison, cutting off whatever he was about to say. Dean just burst into laughter, the sound echoing as the car pulled out of the garage.

You shook your head, fond and exasperated all at once.

In all the years you’d hunted together—fought monsters, cheated death, faced down the end of the world more times than you could count—some things never changed.

This. Your family. And now, another chapter awaited. One you were looking forward to the most.

All it needed was for the three of you to make it out in one piece. Then, finally, that dream could become reality.

Three months later…

You couldn’t stop picking at the skin on your thumb, nerves fraying with each tiny tear you made. Your leg bounced restlessly, the stiff white paper beneath you crinkling with every tremor, filling the quiet exam room with a sound far too loud in the silence.

It smelled like antiseptic and latex gloves. That sterile scent that clung to medical offices, mingled with the chill of the air conditioning and the hum of fluorescent lighting above. Your palms were clammy and your mouth tasted like metal.

The door was closed, but every creak in the hallway made your breath catch in your throat.

You wrapped your arms around yourself, willing your heart to slow down, to stop pounding against your ribcage like it was trying to escape. It didn’t work. It never did. Especially without him.

The gentle knock came a moment later, and you startled slightly before forcing a smile as the nurse reentered the room. Her scrubs were a soft lavender, her badge clipped to her chest. Julia, RN.

“Sorry about the wait,” she offered, voice light as she moved toward the counter to update something in the chart. “Dr. Harlow’s busy with another patient. So I’ll be doing your ultrasound today.”

You nodded, swallowing thickly. Her practiced small talk filled the air like a balm—something to distract you from the gnawing anxiety. You let her ask the usual questions: last menstrual cycle, any spotting, morning sickness. You answered automatically, a little detached, but you caught her eyes flickering to the empty chair beside you.

You saw it—the subtle flicker of sympathy before she masked it again with professionalism, and you cleared your throat trying to stay composed.

“Will I... will I see anything yet?”

“Depending on how far along you are, yes,” she said gently. “We will be able to detect the heartbeat, too.”

You hesitated. “Can you tell if it’s a boy or girl?”

She gave you a soft smile, probably used to all these questions. “Not until around 18 to 20 weeks. But if you’re about twelve weeks, we should get a good look at the gestational sac, yolk sac, and your baby.”

Twelve weeks. You’d done the math a dozen times already. Calculating to the day you’d left for your last hunt three months ago. Where Dean had seduced you right before. Ironically, you’re certain that ‘quickie’ is what knocked you up in the first place. 

Dean.

Your eyes drifted to the door and you blinked quickly, instead focusing Julia’s instruction to unbutton your jeans and tug your top up beneath your bra line. You did as she asked, shivering slightly as the cold of the exam room kissed your skin. 

“This’ll be a little cold,” Julia warned, twisting the cap off the bottle of coupling gel.

Just as she lifted the tube, the exam room door clicked open.

“I’m so sorry I’m late,” came a breathless voice—his voice. “Damn roadworks blocked off half the street. I had to park three blocks away and run the rest.”

Dean was flushed, chest rising and falling with each breath, a faint sheen on his forehead. He moved straight to your side, leaning down to press a kiss to your temple before easing into the chair beside the exam bed.

Your hand reached for him instantly and he caught it without hesitation, wrapping both of his hands around yours, lifting your knuckles to his lips for a quick kiss.

Julia paused, arching a brow as she looked between the two of you. “I take it this is the father?”

Dean gave a crooked grin. “Well, I sure hope so.” You smacked his arm lightly, and he let out a playful hiss.

Julia chuckled under her breath and resumed her position beside the ultrasound machine, gliding the gel tube across your belly and dispensing a generous amount on your skin. You hissed slightly at the sudden chill, muscles tensing.

“Alright, let’s take a look,” she murmured, lifting the transducer probe and pressing it gently against the gel.

The machine beeped softly as she began her sweep, shifting the probe at various angles, the monitor flickering with black-and-white static before resolving into grainy anatomical structures. She adjusted the gain and depth on the control panel with quick, practiced movements, her eyes scanning the screen.

Dean leaned in instinctively, his brow knit with quiet intensity, both of his hands still wrapped tightly around yours. His thumb stroked over your knuckles—slow, nervous, steadying. You could feel the tension vibrating through him. Neither of you were breathing properly.

The room stilled.

Just the soft hum of the machine and the rhythmic taps of Julia’s fingers on the keyboard filled the silence.

Then—

“Right there,” she said softly, a smile tugging at the corners of her mouth. She angled the screen toward you both, her hand still steady on the probe. “That’s the gestational sac. And see that little oval inside? That’s the yolk sac.”

You both leaned forward, eyes locked on the image, as she adjusted the probe slightly, changing the angle.

“And here,” she continued, pressing a few more keys, “is your baby. Measuring around 12 weeks. Everything looks perfect.”

Dean’s grip on your hand tightened as if grounding himself. You could feel him trembling ever so slightly.

Then with a few more taps, the sound came—soft and crackling at first, then unmistakable.

Womp womp womp.

“There’s the heartbeat,” Julia said with a warm smile. “153 beats per minute. Nice and strong.”

You couldn’t speak. Couldn’t move.

There on the screen was the tiniest flicker of life. A rhythm. A pulse. A flutter of motion in a shape no bigger than a lime, with arms and legs now starting to form—so tiny, but so perfectly human. A miracle, unmistakable, undeniable. It was real. Yours. A heartbeat separate from your own, yet part of you. A miracle forming inside you.

Your chest ached, breath caught somewhere between awe and disbelief.

Dean was completely still beside you, his thumb frozen on your skin. When you looked over at him, your throat tightened.

His eyes were wide and wet, his jaw clenched as though he was holding back everything he was feeling—but it was there. Every ounce of emotion was written all over his face. He looked like he was seeing the world for the first time.

Julia printed the sonogram photos and gave you some paper towels to wipe the gel from your stomach, all the while murmuring about your follow-ups and OB appointments before she stepped out for a moment.

Silence settled over the room again, and you both looked down at the black-and-white strip in your hands. Dean reached for it first, holding it so delicately between his fingers like it might crumble if he breathed too hard.

“That’s… ours,” he whispered, voice cracking around the edges. “We made that.”

A tear slipped down your cheek with a quiet sniffle and before you could wipe it away, Dean turned to you, cupping your face gently in both hands. His thumbs brushed across your cheeks, catching the tears before they could fall any further. His eyes shimmered with unshed emotion, the vulnerability in them something you rarely saw—raw and unguarded.

The moment was made more intense for the fact you’d almost lost him on that hunt. A few more inches to the left and he would've had a rebar shaped hole in his heart. Could you imagine how ridiculous that would’ve been? 

“I love you,” he breathed and your heart swelled to the point of pain, your lips parting on a breath. 

“I love you too,” you whispered back, your voice thick and trembling.

Dean leaned in and kissed you softly—slow, reverent, like he was trying to pour everything he couldn’t say into that one touch. Your hand tangled in his flannel as you kissed him back, your foreheads resting together as the kiss broke.

Then you both looked back down at the sonogram again. Two pairs of eyes locked on the tiny life that was half him, half you. A piece of each of you growing into something whole.

Excitement blended with your nerves for what came next. For the journey you were about to take—together.

By the time you made it back to the bunker, the emotional buzz hadn’t worn off. If anything, it had only deepened, sinking into your chest like warmth after a long cold spell.

Sam and Eileen were already up, rounding the corner at the sound of you and Dean descending the steps. Miracle was right behind them, tail wagging like he sensed the joy radiating off you both.

Eileen’s face lit up as soon as she saw you, her hands already moving. “So?” she signed eagerly, her smile wide with anticipation.

You couldn’t help the grin that pulled at your lips as you reached into your bag and handed both her and Sam their own copies of the sonogram. Your fingers trembled slightly, the moment sinking in all over again.

Eileen gasped softly, lifting a hand to her mouth as her eyes scanned the blurry black and white photo. Tears welled in her eyes almost instantly. She looked up at you, her gaze shining. “It’s real,” she signed with a shaky laugh. “You’re really having a baby.”

You nodded, lips wobbling as you fought back a fresh wave of tears—only to lose the battle completely when Sam looked up at you, his eyes already glassy.

“This is… wow, I don’t even know what to say,” Sam breathed, laughing a little as he shook his head. He then pulled you into a careful hug, one arm around your shoulders, the other hand cradling the back of your head. 

He kissed your hair before stepping back, visibly choked up. “I’m so happy for you both.” He said softly, his voice thick with emotion.

Then he turned to Dean, and the brothers embraced briefly, but it was more than the usual back-pat—it lingered, unspoken gratitude. Dean’s eyes looked a little misty when he pulled away, but he just cleared his throat and rubbed at the back of his neck.

Eileen was already pulling you into her arms, sniffling softly against your shoulder. “You’re going to be amazing,” she signed when she stepped back, voice trembling as she spoke it aloud.

The celebration that followed was cozy, full of soft laughter and teasing. Dean poured a round of whiskey—apple juice for you—and you couldn’t help but grumble about your temporary drinking ban. But truthfully, you didn’t feel like you were missing out. Not tonight.

By the time the excitement had settled, it was late and you were exhausted. You and Dean said your goodnights, and headed down the hall to your room hand in hand. But the moment your bedroom door shut behind you, Dean turned and pressed you gently against it.

His mouth was on yours before you could catch your breath, his hands threading into your hair, tilting your head just right as he kissed you deep, slow, like he needed you to feel what words couldn’t say.

Your surprised squeak turned into a soft sigh, your hands finding the back of his head, fingers curling in the short hair there. His mouth moved against yours with aching tenderness, stealing your breath as easily as he always did.

“You’re really pregnant,” he murmured against your lips, voice thick with awe. Like seeing it on the ‘big screen’ solidified it. “We’re really doing this.”

You nodded, heart thudding as you cupped his scruffy jaw. “We are.”

He kissed you again—softer this time—and then, without warning, bent to lift you into his arms. You gasped and instinctively clung to his shoulders as he grinned, carrying you across the room like it was the easiest thing in the world.

He laid you down like you were something delicate, something precious. His lips brushed your forehead, your cheek, and then he kissed you again—slower, but with simmering heat.

Then he trailed down. Along your neck. Across your collarbone. He pushed up your shirt, his rough hands gentle as they skimmed along your skin, and pressed soft kisses down your stomach.

There was the faintest bump, only a hint of life growing inside you, and he paused at your navel, hands cradling your hips, thumbs moving in slow circles.

“That’s our kid in there,” he whispered, voice rough and reverent. “Our baby.”

Your fingers threaded into his hair, heart pounding as you looked down at him. The look on his face nearly undid you—pure awe, disbelief… and something else. Something darker. Needier. Hungrier.

Dean froze, staring at you like the air had been knocked clean out of his lungs—eyes wide, pupils blown.

“What?” you whispered, breath catching in your throat.

He let out a breathless, almost disbelieving laugh and dragged a hand down his face. “I don’t know, I just—” He shook his head, voice dropping, eyes darkening. “The idea of you carrying my kid? It’s so damn hot.”

You blinked, caught off guard for a second—then grinned. “Yeah?”

“I’m serious,” he rasped, voice low and rough as he slid back up your body, his gaze locked on yours, all heat and hunger. “You’ve always been sexy, sweetheart, but now?” His hand came to rest on your belly, possessive and tender all at once. “Knowing you're mine… and that you’re carrying my baby? That’s—fuck, that’s next level.”

He groaned as he kissed your jaw, your cheek, your mouth—like he was trying to devour you piece by piece.

Your breath hitched at the sheer intensity in his voice, the look in his eyes like you were something holy. Then your mouth met his in a crash of heat and urgency, and he answered with equal fervor—like something inside him had just snapped loose.

You tugged him closer, breath hitching as his hands gripped your waist, his body pressing into yours like he couldn’t stand a second of space between you.

You were both surprised by it—that sudden, burning need. But the more it sank in, that you were carrying his child, something primal flared to life in him. It rewired everything. Made him want to claim you all over again.

It wasn’t just lust—it was need. Raw, instinctive, protective. It was a part of him he hadn’t even known existed, But now, now it was fully awake.

And it had only just begun.

One month later…

You and Dean were curled up on the couch in the ‘cave’, the flickering images of an old action movie dancing on the TV screen, but neither of you were paying much attention to it. 

Dean’s body was pressed flush against yours from behind, the heat between you simmering as he slowly moved inside you, his large hand splayed possessively across your belly—now rounder, more pronounced as your pregnancy progressed.

Your leggings and panties were long forgotten on the floor. Dean’s jeans and boxers were shoved haphazardly down to his knees, giving him just enough freedom to move inside you with that torturous, maddening pace—slow, deep, controlled. His cock dragged against your walls in that way that made your toes curl, made you arch back against him for more, always more.

“Fuck,” he rasped against your skin, voice low and reverent, “you feel so fuckin’ good like this. So full, baby.”

His lips grazed your neck, then your shoulder, kissing and nipping every inch he could reach while still moving inside you. His breath was hot and uneven, his mouth trailing along the shell of your ear as he rocked into you again, the thick heat of him stretching you open like he belonged there—because he did. God, he did.

And still, that hand never left your belly.

It was possessive. Proud. Worshipful. Like he couldn’t quite believe you were his—like he needed the physical reminder that you carried something he’d made.

Your eyes fluttered shut, your fingers digging into the couch cushions for purchase as your body trembled. You could feel him twitch inside you, thick and throbbing, pushing deeper with every roll of his hips. His other hand slid beneath you, rough and greedy, cupping your swollen breasts, teasing your sensitive nipple with a practiced touch that made your back arch and a strangled cry escape your throat.

“You like that, sweetheart?” he whispered, grinning against your skin. “You love when I fuck you like this, don’t you? Wrapped around me, nowhere to go…”

“Yes,” you breathed, whimpering as your body tightened around him again, helpless to the sensation. “God, Dean…”

You pushed back against him, chasing that edge, chasing him, needing it—needing him. The friction was heaven, his cock dragging slow and hard inside you, until you were right on the verge of—

The door creaked.

“Hey, I grabbed those chips you were—OH MY GOD.”

The sound of Sam’s voice cracked through the haze like a gunshot.

You both froze. For one hilarious, horrifying second, and then with a gasp, you scrambled for the blanket Dean had kicked to the floor after his wandering hands had convinced you to let him fuck you right here on the couch. 

“Are you serious?” Sam exclaimed, hands flying to his face in an attempt to block his view, but it was clear he’d already seen far too much.

Your face went up in flames. You scrambled to yank the blanket up over you both, heart hammering in your chest. Dean didn’t even flinch—he just let out a low, unbothered scoff like his little brother had interrupted a commercial break, not mid-fucking.

“Don’t be jealous, Sammy,” Dean drawled with a smirk, voice thick with satisfaction. “One day you’ll knock up Eileen and then you’ll get it.”

“Dean!” you gasped, horrified, smacking his thigh as your eyes widened in disbelief. “Oh my God.”

Dean just chuckled, the sound deep and smug, like he was proud of getting caught. You practically shrivelled into the couch, trying to disappear into the cushions as Sam let out a dramatic groan, turned on his heel, and slammed the door behind him like he’d just witnessed a crime.

Dean snorted. “Damn kid needs to learn to knock.”

You covered your face with both hands, mortified, still curled up in Dean’s arms as the aftershock of the interruption pulsed through you. “Dean,” you groaned, voice muffled behind your palms. “This is the communal room.”

Dean just shook his head, utterly unbothered, and gently peeled your hands away from your face. “Hey,” he murmured, eyes soft with amusement as he looked down at you. “You weren’t complainin’ a minute ago.”

You tried to glare at him, but it faltered when he leaned in and kissed your burning cheek, then your jaw, then your lips—slow and deep, like he wasn’t done with you. Not even close.

“Whose side are you on, sweetheart?” he hummed against your mouth.

You opened your mouth to retort, but it turned into a shaky breath when his hand slid down again, settling right over your belly with that same heavy, grounding pressure. Possessive. Reverent.

And then you felt him.

Still hard. Still inside you. Still twitching.

The heat flooded back like a wave, washing out the embarrassment and replacing it with a low, simmering ache. You shifted, breath catching as you clenched around him involuntarily.

Dean felt it too.

“Oh, baby,” he groaned, a crooked smile pulling at his lips. “Yeah... I’m definitely not done.”

And just like that, your argument disappeared. Along with any thought of Sam—or the damn chips.

You couldn’t help it.

Sam had become an unfortunate, unintended witness to this very new phase of your relationship with Dean—one that involved a whole lot more skin, a whole lot less shame, and a very inconvenient inability to keep your hands off each other.

Since finding out you were pregnant, something had shifted in him. Desire had always been a part of your relationship, but now… now it was constant. Insatiable. Like some primal instinct had flipped inside him. He touched you with a reverence that bordered on obsession. It wasn’t just sex anymore—it was possessive, protective, feral.

This wasn’t some generic “pregnancy kink.” No, this was Dean losing his mind because you were carrying his child. The thought alone seemed to short-circuit something in him.

And honestly? You were just as wrecked. Yes, you’d been mortified more than once—especially by Sam’s increasingly bad luck—but at the same time, it turned you on beyond belief. The way Dean made you feel, like you were the most beautiful, most desired woman in the world. It made your body hum.

Unfortunately for Sam, that devotion came with side effects.

Take a couple of mornings ago, when you were making pancakes, for instance. You’d opted for a pair of loose shorts despite the bunker’s steady chill, thanks to another hot flash, but it was enough to drive Dean out of his goddamn mind. Your body was changing—hips a little wider, breasts heavier, ass just a little more plush—and Dean worshipped every new curve like it was the first time he was seeing you.

He’d come up behind you at the stove, his hands spreading over your stomach with that now-familiar, possessive touch. His hips pressed into your backside, already hard, already needy. His mouth found your neck, and his fingers slipped beneath your waistband, teasing your soaked folds like he had all the time in the world.

You’d barely gasped his name when Sam walked in—right as Dean slid a thick finger inside you.

Poor bastard hadn’t even gotten to the coffee pot.

And then there was the library. After dinner. Dean, completely unprovoked, hauled you up onto the nearest table and sank to his knees, muttering about wanting ‘his dessert’. You’d barely managed to stifle your cries when Eileen walked in, book in hand, and promptly turned on her heel like she'd never been there.

You tried to be discreet. Truly. But Dean didn’t care. Hell, he seemed proud when someone caught a glimpse of just how thoroughly he worshipped you.

And as mortifying as it all was, deep down… You loved it.

You loved him.

This time in your life could’ve been scary. Lonely. Uncertain. But Dean had made it something else entirely. He made it intimate. Raw. Beautiful. He made you feel like a goddess, like you were his whole damn universe—and he wanted the world to know it.

So maybe Sam had to suffer through a few mental scars. Maybe Eileen was avoiding eye contact for a while.

But as Dean curled around you again on that couch, hand warm and protective on your belly, still deep inside you, his lips brushing against your cheek like he’d never get enough—

Yeah.

You figured it was a price worth paying.

AN: Okay, so this was a new one for me, I've never been pregnant so most of this is research or from my friend. Plus shout out to all you moms out there, I know this isn't entirely accurate, but if I had me a Dean like this 😮‍💨. Let me know what you thought, and again thank you for the ask @sir-thisisadndserver, I hope this is what you were hoping for ❤️

If you would like to be tagged in this series or my future works please respond to this >form< so I can add you to the character's you'd like 😊

Dean Winchester Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter

@tbgfvfdcb @crooked-haven @chevroletdean @paganvamp @stoneyggirl2

@deans-baby-momma @spnaquakindgdom @ladykitana90 @lyarr24 , @impala67rollingthroughtown

@jackles010378 @riteofpassage77 @spnaquakindgdom @cevansbaby-dove @shadysoulangel

@piptoost @star-yawnznn @deansimpalababy @megara0224 @hobby27

@idontwannabehere78 @maddie0101 @kr804573 @shadysoulangel @mrs-nesmith

@zepskies @ohheyguyss @suckitands33 @ultimatecin73 @mishkatelwarriorgoddess

@arcannaa @aylacavebear @bobbdylann @jaredpadonlyyyy @waynes-multiverse

@impala67stellawinchester @youroldfashioned @bonbonnie88 @iloveeveryoneyoureamazing @bejeweledinterludes

@rach5ive @ladysparkles78 @globetrotter28 @kayleighwinchester @amberlthomas

[supernotnatural2005]

Aww tysm @roseblue373 🥹💗

Passing on to: @bettystonewell @maddie0101 @sorryitsmyfirstdayonearth @bejeweledinterludes @aylacavebear @chevroletdean @zepskies @waynes-multiverse @dingo-ate-my-hot-lettuce-crazy @ambiguous-avery @jollyhunter @losers-clvb + everyone else i may have missed 💗

I swear i’ve posted this to the wrong blog like 3 times 🫠

Hug time! Pass this around and hug whoever you think is an amazing mutual 🎉🌹

@emoscot @laismoura-art @scentedcandleibex and the person who sent this ask!

[supernotnatural2005]

Aww thank you faith 🥹💗

This was so fun to write! Dean is such a dream in this situation 😍, i’m so happy you liked this one! Ily 😘❤️

Hey love! Could I request Dean and wife!reader who have been trying for a baby and reader is finally pregnant and then during some celebratory sex, Dean has a moment where he realizes that he might have a tiny (massive) pregnancy kink? Maybe we can traumatize Sammy with it a little too just for fun

Burning for You

Pairing: Dean x Reader

Summary: You're pregnant and it's awoken something feral, something instinctual in Dean.

Word count: 4.7k

Prompt: "But you said..."

Warnings/tags: Smut (18+), Canon divergence, 'fix it fic', fluff, pregnancy kink, established relationship. Kind of spoilers?

AN: Okay so I've done a 3 in 1 one with this one!😅 What originally started as inspiration from this gif 👆🏻 by @heytheredeann, then turned into writing up this prompt, which then felt like it would work well with this request too! 😂 This is set during and after the events of 'Carry On'. Yes, another "fix it fic" because, why not? 😂 I hate that ending! But, I hope you enjoy this one @sir-thisisadndserver and also excited to kick off my second @jacklesversebingo card 😁

Main Masterlist

JVB Masterlist

“But you said…”

“I know, baby.” You sighed, pausing as you folded a shirt into your duffle. “I promise, once this case is over, we will. Okay?”

Dean didn’t respond right away. When you glanced over at him, you had to bite your lip to keep from laughing. He sat on the edge of the desk, head bowed, fingers fidgeting in his lap—like a little boy who’d just been told Disneyland was off the table. No tantrum, just pure, pitiful disappointment.

It was tempting to give in. But this was a decision you both had made—one final hunt, one last job, and then you were done. No more blood-soaked motel rooms, no more chasing monsters in the dead of night, no more wondering if you’d make it back alive.

Just a normal life. A real future. And maybe, just maybe, a family.

You, Dean, Sam—even Eileen—had all agreed. It was time. Let the next generation of hunters take the wheel. You’d earned your way out.

Of course, the universe had a sense of humour, because your last job wasn’t just any hunt. It was pulled straight from John Winchester’s journal—a cold case, buried since 1986.

Akron, Ohio. A family torn apart. The father drained of blood, the mother’s tongue removed, and the kids—vanished. Classic vamp MO, the kind John had chased for years but never managed to put down. Now it had circled back, like some twisted full-circle moment. And it was up to you three to finally put it to an end.

You sighed, taking pity on him and crossed the room, stepping between his legs. You let your arms slide over his shoulders, fingers curling at the nape of his neck, and his hands instinctively found your hips, thumbs stroking the skin just beneath your shirt.

“Look,” you murmured, tilting his chin up. His pout was as ridiculous as it was endearing. “I’m all for trying, I am. And if this is really it, our last hunt, then we’re gonna have all the time in the world to, you know…” You smirked, voice dipping suggestively.

Dean’s eyes lit up instantly, a grin tugging at his mouth. “Oh, hell yes.”

He leaned in, pressing a firm but chaste kiss to your lips before pulling back just enough to study you. His fingers tucked a stray strand of hair behind your ear, then skimmed down to your cheek.

“It is the last one,” he said, voice rough with conviction. His hands squeezed your hips like he needed you to feel it. “I want to stop. I want to do life with you.”

One of his hands then slid lower, resting over your belly where, for months now, he’d been dreaming of something more. A future. A family.

“I wanna make a baby with you.”

Your heart swelled, and your hand came to rest over his. “I want that too.” It left you in a whisper, but the second the words were out, Dean lit up—equal parts awe and that boyish joy that melted you every time.

“So…” he grinned, already pulling you in closer, “why not start now? We’ve got, what—” He flicked his wrist dramatically to check his watch. “Fifteen minutes before we hit the road. And technically, this is our last hunt…”

His eyebrows waggled as his hands slipped down to squeeze your ass, all charm and mischief.

You closed your eyes with a quiet sigh. “You’re impossible.” You huffed humourlessly as you pulled away. “I am not potentially conceiving our child during a quickie, Dean.”

He’d been pestering you for days to ditch the last layer of caution, but you’d held the line. You wanted to be sure—really sure—that this was the end of the road. No more hunting. No more living out of duffels. Just you and Dean, grounded in something real.

“Hey, some of our hottest moments have been on a time crunch, and you know it.” He pointed at you as if daring you to argue.

And honestly? You couldn’t. He had a damn point. Your wedding night, for instance—sinful, passionate, right there in the chapel, until an angry Elvis had chased you both out onto the Las Vegas strip.

But that was beside the point.

“C’mon, I’ll make it worth your while,” he coaxed as he stepped up behind you, strong arms wrapping around your waist. His lips ghosted over your neck, trailing to that sensitive spot just below your ear, the one that had you shivering in his arms.

Goddamn it.

Twenty-five minutes later, you slid into the backseat of the Impala, cheeks still warm and hair slightly out of place. Dean climbed behind the wheel, looking like the cat who got the cream—smug, satisfied, and grinning like the devil himself.

Sam was already in the passenger seat, arms crossed, jaw tight. The moment Dean turned the key in the ignition, Sam glanced between the two of you, narrowing his eyes.

First at the faint, fresh bruise on Dean’s neck.  Then at you, subtly tugging your rumpled shirt into place.

And it clicked.

“Guys. Seriously?” Sam exhaled through his nose and shook his head like a disappointed parent.

You bit your lip, fighting back a laugh. Dean didn’t even try.

“What?” he said, full of faux innocence. “I can’t show my girl a little love, but you can have phone sex with Eileen?”

Sam’s jaw dropped. “I—what? I wasn’t—”

“‘Course you weren’t, Sammy.” Dean smirked in triumph, looking far too pleased with himself. He may have accidentally overheard his little brother’s, not-so-innocent, conversation with Eileen over the phone as he passed by his room on the way to you. 

To further prove his point, Dean continued, in a terrible imitation of Sam’s voice, “I can’t wait ‘til I can see your—”

“Dean!”

“Dude!”

You and Sam shouted in unison, cutting off whatever he was about to say. Dean just burst into laughter, the sound echoing as the car pulled out of the garage.

You shook your head, fond and exasperated all at once.

In all the years you’d hunted together—fought monsters, cheated death, faced down the end of the world more times than you could count—some things never changed.

This. Your family. And now, another chapter awaited. One you were looking forward to the most.

All it needed was for the three of you to make it out in one piece. Then, finally, that dream could become reality.

Three months later…

You couldn’t stop picking at the skin on your thumb, nerves fraying with each tiny tear you made. Your leg bounced restlessly, the stiff white paper beneath you crinkling with every tremor, filling the quiet exam room with a sound far too loud in the silence.

It smelled like antiseptic and latex gloves. That sterile scent that clung to medical offices, mingled with the chill of the air conditioning and the hum of fluorescent lighting above. Your palms were clammy and your mouth tasted like metal.

The door was closed, but every creak in the hallway made your breath catch in your throat.

You wrapped your arms around yourself, willing your heart to slow down, to stop pounding against your ribcage like it was trying to escape. It didn’t work. It never did. Especially without him.

The gentle knock came a moment later, and you startled slightly before forcing a smile as the nurse reentered the room. Her scrubs were a soft lavender, her badge clipped to her chest. Julia, RN.

“Sorry about the wait,” she offered, voice light as she moved toward the counter to update something in the chart. “Dr. Harlow’s busy with another patient. So I’ll be doing your ultrasound today.”

You nodded, swallowing thickly. Her practiced small talk filled the air like a balm—something to distract you from the gnawing anxiety. You let her ask the usual questions: last menstrual cycle, any spotting, morning sickness. You answered automatically, a little detached, but you caught her eyes flickering to the empty chair beside you.

You saw it—the subtle flicker of sympathy before she masked it again with professionalism, and you cleared your throat trying to stay composed.

“Will I... will I see anything yet?”

“Depending on how far along you are, yes,” she said gently. “We will be able to detect the heartbeat, too.”

You hesitated. “Can you tell if it’s a boy or girl?”

She gave you a soft smile, probably used to all these questions. “Not until around 18 to 20 weeks. But if you’re about twelve weeks, we should get a good look at the gestational sac, yolk sac, and your baby.”

Twelve weeks. You’d done the math a dozen times already. Calculating to the day you’d left for your last hunt three months ago. Where Dean had seduced you right before. Ironically, you’re certain that ‘quickie’ is what knocked you up in the first place. 

Dean.

Your eyes drifted to the door and you blinked quickly, instead focusing Julia’s instruction to unbutton your jeans and tug your top up beneath your bra line. You did as she asked, shivering slightly as the cold of the exam room kissed your skin. 

“This’ll be a little cold,” Julia warned, twisting the cap off the bottle of coupling gel.

Just as she lifted the tube, the exam room door clicked open.

“I’m so sorry I’m late,” came a breathless voice—his voice. “Damn roadworks blocked off half the street. I had to park three blocks away and run the rest.”

Dean was flushed, chest rising and falling with each breath, a faint sheen on his forehead. He moved straight to your side, leaning down to press a kiss to your temple before easing into the chair beside the exam bed.

Your hand reached for him instantly and he caught it without hesitation, wrapping both of his hands around yours, lifting your knuckles to his lips for a quick kiss.

Julia paused, arching a brow as she looked between the two of you. “I take it this is the father?”

Dean gave a crooked grin. “Well, I sure hope so.” You smacked his arm lightly, and he let out a playful hiss.

Julia chuckled under her breath and resumed her position beside the ultrasound machine, gliding the gel tube across your belly and dispensing a generous amount on your skin. You hissed slightly at the sudden chill, muscles tensing.

“Alright, let’s take a look,” she murmured, lifting the transducer probe and pressing it gently against the gel.

The machine beeped softly as she began her sweep, shifting the probe at various angles, the monitor flickering with black-and-white static before resolving into grainy anatomical structures. She adjusted the gain and depth on the control panel with quick, practiced movements, her eyes scanning the screen.

Dean leaned in instinctively, his brow knit with quiet intensity, both of his hands still wrapped tightly around yours. His thumb stroked over your knuckles—slow, nervous, steadying. You could feel the tension vibrating through him. Neither of you were breathing properly.

The room stilled.

Just the soft hum of the machine and the rhythmic taps of Julia’s fingers on the keyboard filled the silence.

Then—

“Right there,” she said softly, a smile tugging at the corners of her mouth. She angled the screen toward you both, her hand still steady on the probe. “That’s the gestational sac. And see that little oval inside? That’s the yolk sac.”

You both leaned forward, eyes locked on the image, as she adjusted the probe slightly, changing the angle.

“And here,” she continued, pressing a few more keys, “is your baby. Measuring around 12 weeks. Everything looks perfect.”

Dean’s grip on your hand tightened as if grounding himself. You could feel him trembling ever so slightly.

Then with a few more taps, the sound came—soft and crackling at first, then unmistakable.

Womp womp womp.

“There’s the heartbeat,” Julia said with a warm smile. “153 beats per minute. Nice and strong.”

You couldn’t speak. Couldn’t move.

There on the screen was the tiniest flicker of life. A rhythm. A pulse. A flutter of motion in a shape no bigger than a lime, with arms and legs now starting to form—so tiny, but so perfectly human. A miracle, unmistakable, undeniable. It was real. Yours. A heartbeat separate from your own, yet part of you. A miracle forming inside you.

Your chest ached, breath caught somewhere between awe and disbelief.

Dean was completely still beside you, his thumb frozen on your skin. When you looked over at him, your throat tightened.

His eyes were wide and wet, his jaw clenched as though he was holding back everything he was feeling—but it was there. Every ounce of emotion was written all over his face. He looked like he was seeing the world for the first time.

Julia printed the sonogram photos and gave you some paper towels to wipe the gel from your stomach, all the while murmuring about your follow-ups and OB appointments before she stepped out for a moment.

Silence settled over the room again, and you both looked down at the black-and-white strip in your hands. Dean reached for it first, holding it so delicately between his fingers like it might crumble if he breathed too hard.

“That’s… ours,” he whispered, voice cracking around the edges. “We made that.”

A tear slipped down your cheek with a quiet sniffle and before you could wipe it away, Dean turned to you, cupping your face gently in both hands. His thumbs brushed across your cheeks, catching the tears before they could fall any further. His eyes shimmered with unshed emotion, the vulnerability in them something you rarely saw—raw and unguarded.

The moment was made more intense for the fact you’d almost lost him on that hunt. A few more inches to the left and he would've had a rebar shaped hole in his heart. Could you imagine how ridiculous that would’ve been? 

“I love you,” he breathed and your heart swelled to the point of pain, your lips parting on a breath. 

“I love you too,” you whispered back, your voice thick and trembling.

Dean leaned in and kissed you softly—slow, reverent, like he was trying to pour everything he couldn’t say into that one touch. Your hand tangled in his flannel as you kissed him back, your foreheads resting together as the kiss broke.

Then you both looked back down at the sonogram again. Two pairs of eyes locked on the tiny life that was half him, half you. A piece of each of you growing into something whole.

Excitement blended with your nerves for what came next. For the journey you were about to take—together.

By the time you made it back to the bunker, the emotional buzz hadn’t worn off. If anything, it had only deepened, sinking into your chest like warmth after a long cold spell.

Sam and Eileen were already up, rounding the corner at the sound of you and Dean descending the steps. Miracle was right behind them, tail wagging like he sensed the joy radiating off you both.

Eileen’s face lit up as soon as she saw you, her hands already moving. “So?” she signed eagerly, her smile wide with anticipation.

You couldn’t help the grin that pulled at your lips as you reached into your bag and handed both her and Sam their own copies of the sonogram. Your fingers trembled slightly, the moment sinking in all over again.

Eileen gasped softly, lifting a hand to her mouth as her eyes scanned the blurry black and white photo. Tears welled in her eyes almost instantly. She looked up at you, her gaze shining. “It’s real,” she signed with a shaky laugh. “You’re really having a baby.”

You nodded, lips wobbling as you fought back a fresh wave of tears—only to lose the battle completely when Sam looked up at you, his eyes already glassy.

“This is… wow, I don’t even know what to say,” Sam breathed, laughing a little as he shook his head. He then pulled you into a careful hug, one arm around your shoulders, the other hand cradling the back of your head. 

He kissed your hair before stepping back, visibly choked up. “I’m so happy for you both.” He said softly, his voice thick with emotion.

Then he turned to Dean, and the brothers embraced briefly, but it was more than the usual back-pat—it lingered, unspoken gratitude. Dean’s eyes looked a little misty when he pulled away, but he just cleared his throat and rubbed at the back of his neck.

Eileen was already pulling you into her arms, sniffling softly against your shoulder. “You’re going to be amazing,” she signed when she stepped back, voice trembling as she spoke it aloud.

The celebration that followed was cozy, full of soft laughter and teasing. Dean poured a round of whiskey—apple juice for you—and you couldn’t help but grumble about your temporary drinking ban. But truthfully, you didn’t feel like you were missing out. Not tonight.

By the time the excitement had settled, it was late and you were exhausted. You and Dean said your goodnights, and headed down the hall to your room hand in hand. But the moment your bedroom door shut behind you, Dean turned and pressed you gently against it.

His mouth was on yours before you could catch your breath, his hands threading into your hair, tilting your head just right as he kissed you deep, slow, like he needed you to feel what words couldn’t say.

Your surprised squeak turned into a soft sigh, your hands finding the back of his head, fingers curling in the short hair there. His mouth moved against yours with aching tenderness, stealing your breath as easily as he always did.

“You’re really pregnant,” he murmured against your lips, voice thick with awe. Like seeing it on the ‘big screen’ solidified it. “We’re really doing this.”

You nodded, heart thudding as you cupped his scruffy jaw. “We are.”

He kissed you again—softer this time—and then, without warning, bent to lift you into his arms. You gasped and instinctively clung to his shoulders as he grinned, carrying you across the room like it was the easiest thing in the world.

He laid you down like you were something delicate, something precious. His lips brushed your forehead, your cheek, and then he kissed you again—slower, but with simmering heat.

Then he trailed down. Along your neck. Across your collarbone. He pushed up your shirt, his rough hands gentle as they skimmed along your skin, and pressed soft kisses down your stomach.

There was the faintest bump, only a hint of life growing inside you, and he paused at your navel, hands cradling your hips, thumbs moving in slow circles.

“That’s our kid in there,” he whispered, voice rough and reverent. “Our baby.”

Your fingers threaded into his hair, heart pounding as you looked down at him. The look on his face nearly undid you—pure awe, disbelief… and something else. Something darker. Needier. Hungrier.

Dean froze, staring at you like the air had been knocked clean out of his lungs—eyes wide, pupils blown.

“What?” you whispered, breath catching in your throat.

He let out a breathless, almost disbelieving laugh and dragged a hand down his face. “I don’t know, I just—” He shook his head, voice dropping, eyes darkening. “The idea of you carrying my kid? It’s so damn hot.”

You blinked, caught off guard for a second—then grinned. “Yeah?”

“I’m serious,” he rasped, voice low and rough as he slid back up your body, his gaze locked on yours, all heat and hunger. “You’ve always been sexy, sweetheart, but now?” His hand came to rest on your belly, possessive and tender all at once. “Knowing you're mine… and that you’re carrying my baby? That’s—fuck, that’s next level.”

He groaned as he kissed your jaw, your cheek, your mouth—like he was trying to devour you piece by piece.

Your breath hitched at the sheer intensity in his voice, the look in his eyes like you were something holy. Then your mouth met his in a crash of heat and urgency, and he answered with equal fervor—like something inside him had just snapped loose.

You tugged him closer, breath hitching as his hands gripped your waist, his body pressing into yours like he couldn’t stand a second of space between you.

You were both surprised by it—that sudden, burning need. But the more it sank in, that you were carrying his child, something primal flared to life in him. It rewired everything. Made him want to claim you all over again.

It wasn’t just lust—it was need. Raw, instinctive, protective. It was a part of him he hadn’t even known existed, But now, now it was fully awake.

And it had only just begun.

One month later…

You and Dean were curled up on the couch in the ‘cave’, the flickering images of an old action movie dancing on the TV screen, but neither of you were paying much attention to it. 

Dean’s body was pressed flush against yours from behind, the heat between you simmering as he slowly moved inside you, his large hand splayed possessively across your belly—now rounder, more pronounced as your pregnancy progressed.

Your leggings and panties were long forgotten on the floor. Dean’s jeans and boxers were shoved haphazardly down to his knees, giving him just enough freedom to move inside you with that torturous, maddening pace—slow, deep, controlled. His cock dragged against your walls in that way that made your toes curl, made you arch back against him for more, always more.

“Fuck,” he rasped against your skin, voice low and reverent, “you feel so fuckin’ good like this. So full, baby.”

His lips grazed your neck, then your shoulder, kissing and nipping every inch he could reach while still moving inside you. His breath was hot and uneven, his mouth trailing along the shell of your ear as he rocked into you again, the thick heat of him stretching you open like he belonged there—because he did. God, he did.

And still, that hand never left your belly.

It was possessive. Proud. Worshipful. Like he couldn’t quite believe you were his—like he needed the physical reminder that you carried something he’d made.

Your eyes fluttered shut, your fingers digging into the couch cushions for purchase as your body trembled. You could feel him twitch inside you, thick and throbbing, pushing deeper with every roll of his hips. His other hand slid beneath you, rough and greedy, cupping your swollen breasts, teasing your sensitive nipple with a practiced touch that made your back arch and a strangled cry escape your throat.

“You like that, sweetheart?” he whispered, grinning against your skin. “You love when I fuck you like this, don’t you? Wrapped around me, nowhere to go…”

“Yes,” you breathed, whimpering as your body tightened around him again, helpless to the sensation. “God, Dean…”

You pushed back against him, chasing that edge, chasing him, needing it—needing him. The friction was heaven, his cock dragging slow and hard inside you, until you were right on the verge of—

The door creaked.

“Hey, I grabbed those chips you were—OH MY GOD.”

The sound of Sam’s voice cracked through the haze like a gunshot.

You both froze. For one hilarious, horrifying second, and then with a gasp, you scrambled for the blanket Dean had kicked to the floor after his wandering hands had convinced you to let him fuck you right here on the couch. 

“Are you serious?” Sam exclaimed, hands flying to his face in an attempt to block his view, but it was clear he’d already seen far too much.

Your face went up in flames. You scrambled to yank the blanket up over you both, heart hammering in your chest. Dean didn’t even flinch—he just let out a low, unbothered scoff like his little brother had interrupted a commercial break, not mid-fucking.

“Don’t be jealous, Sammy,” Dean drawled with a smirk, voice thick with satisfaction. “One day you’ll knock up Eileen and then you’ll get it.”

“Dean!” you gasped, horrified, smacking his thigh as your eyes widened in disbelief. “Oh my God.”

Dean just chuckled, the sound deep and smug, like he was proud of getting caught. You practically shrivelled into the couch, trying to disappear into the cushions as Sam let out a dramatic groan, turned on his heel, and slammed the door behind him like he’d just witnessed a crime.

Dean snorted. “Damn kid needs to learn to knock.”

You covered your face with both hands, mortified, still curled up in Dean’s arms as the aftershock of the interruption pulsed through you. “Dean,” you groaned, voice muffled behind your palms. “This is the communal room.”

Dean just shook his head, utterly unbothered, and gently peeled your hands away from your face. “Hey,” he murmured, eyes soft with amusement as he looked down at you. “You weren’t complainin’ a minute ago.”

You tried to glare at him, but it faltered when he leaned in and kissed your burning cheek, then your jaw, then your lips—slow and deep, like he wasn’t done with you. Not even close.

“Whose side are you on, sweetheart?” he hummed against your mouth.

You opened your mouth to retort, but it turned into a shaky breath when his hand slid down again, settling right over your belly with that same heavy, grounding pressure. Possessive. Reverent.

And then you felt him.

Still hard. Still inside you. Still twitching.

The heat flooded back like a wave, washing out the embarrassment and replacing it with a low, simmering ache. You shifted, breath catching as you clenched around him involuntarily.

Dean felt it too.

“Oh, baby,” he groaned, a crooked smile pulling at his lips. “Yeah... I’m definitely not done.”

And just like that, your argument disappeared. Along with any thought of Sam—or the damn chips.

You couldn’t help it.

Sam had become an unfortunate, unintended witness to this very new phase of your relationship with Dean—one that involved a whole lot more skin, a whole lot less shame, and a very inconvenient inability to keep your hands off each other.

Since finding out you were pregnant, something had shifted in him. Desire had always been a part of your relationship, but now… now it was constant. Insatiable. Like some primal instinct had flipped inside him. He touched you with a reverence that bordered on obsession. It wasn’t just sex anymore—it was possessive, protective, feral.

This wasn’t some generic “pregnancy kink.” No, this was Dean losing his mind because you were carrying his child. The thought alone seemed to short-circuit something in him.

And honestly? You were just as wrecked. Yes, you’d been mortified more than once—especially by Sam’s increasingly bad luck—but at the same time, it turned you on beyond belief. The way Dean made you feel, like you were the most beautiful, most desired woman in the world. It made your body hum.

Unfortunately for Sam, that devotion came with side effects.

Take a couple of mornings ago, when you were making pancakes, for instance. You’d opted for a pair of loose shorts despite the bunker’s steady chill, thanks to another hot flash, but it was enough to drive Dean out of his goddamn mind. Your body was changing—hips a little wider, breasts heavier, ass just a little more plush—and Dean worshipped every new curve like it was the first time he was seeing you.

He’d come up behind you at the stove, his hands spreading over your stomach with that now-familiar, possessive touch. His hips pressed into your backside, already hard, already needy. His mouth found your neck, and his fingers slipped beneath your waistband, teasing your soaked folds like he had all the time in the world.

You’d barely gasped his name when Sam walked in—right as Dean slid a thick finger inside you.

Poor bastard hadn’t even gotten to the coffee pot.

And then there was the library. After dinner. Dean, completely unprovoked, hauled you up onto the nearest table and sank to his knees, muttering about wanting ‘his dessert’. You’d barely managed to stifle your cries when Eileen walked in, book in hand, and promptly turned on her heel like she'd never been there.

You tried to be discreet. Truly. But Dean didn’t care. Hell, he seemed proud when someone caught a glimpse of just how thoroughly he worshipped you.

And as mortifying as it all was, deep down… You loved it.

You loved him.

This time in your life could’ve been scary. Lonely. Uncertain. But Dean had made it something else entirely. He made it intimate. Raw. Beautiful. He made you feel like a goddess, like you were his whole damn universe—and he wanted the world to know it.

So maybe Sam had to suffer through a few mental scars. Maybe Eileen was avoiding eye contact for a while.

But as Dean curled around you again on that couch, hand warm and protective on your belly, still deep inside you, his lips brushing against your cheek like he’d never get enough—

Yeah.

You figured it was a price worth paying.

AN: Okay, so this was a new one for me, I've never been pregnant so most of this is research or from my friend. Plus shout out to all you moms out there, I know this isn't entirely accurate, but if I had me a Dean like this 😮‍💨. Let me know what you thought, and again thank you for the ask @sir-thisisadndserver, I hope this is what you were hoping for ❤️

If you would like to be tagged in this series or my future works please respond to this >form< so I can add you to the character's you'd like 😊

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