#Ellen Harvell

[boywonderloverr]

giggled a lot making these

[supernotnatural2005]

The Arrangement - Part One

Pairing: Dean x Reader

Summary: Dean has a conflicting dream about you, his best friend, that has him questioning feelings he'd never allowed to see the light of day before. However, he might not be the only one…

Word Count: 7.7k

Warnings/Tags: Swearing, feelings, some spicy times, nothing too heavy...

AN: Happy Release day!!🎉 Honestly, i can’t thank you all enough for the excitement around this series since announcing it! I've fell in love writing this story 🥹 and I hope you all enjoy reading it as much as I have writing it ❤️

Main Masterlist

Series Masterlist

Dean smiled lazily as he felt a warm palm slide up his chest, the body behind him pressing closer. Soft lips trailed kisses along his neck and shoulders, sending a shiver down his spine. He hummed in contentment and shifted onto his back, his tired eyes opening to the most beautiful smile he’d ever seen.

Her eyes sparkled with warmth and mischief, her lips curving into a playful smirk before she leaned down, peppering gentle kisses along his jaw. His eyes fluttered shut again as she sucked lightly at his pulse point, his breath coming quicker. A low groan rumbled from his throat as he gripped her waist, pulling her up into a heated kiss.

Her tongue caressed his, her touch sending fire through his veins. Her hand slid down his abdomen, fingertips grazing lower and lower beneath the sheets, his pulse pounding—

"WAKE UP, LOSER!"

Dean's eyes shot open, his body jolting as the blaring shriek of an airhorn filled his room. He yanked the covers tighter around himself, his heart racing from both the rude awakening and the remnants of his dream.

"What the hell, Y/N?" he growled, glaring at the culprit as he covered his ears. You grinned triumphantly and finally put the airhorn to rest.

Dean huffed, flopping back down on the bed and throwing an arm over his face, trying to will away the heat rising to his cheeks.

What the fuck? Was all he could think, his sleep-addled brain scrambling to make sense of why he’d just had a sex dream about you.

You, meanwhile, were way too chipper for his liking. 

"C’mon, Dean-o, up and at ’em." You patted his leg, and he flinched like you’d just burned him. You shot him an odd look, but he ignored it, shifting slightly to make sure the blanket hid the… Predicament he was currently dealing with.

"What’s with the drill sergeant wake-up? Can a guy not sleep in on a Saturday?" He grumbled, voice still rough from sleep, and other things.

You pouted. Actually pouted. And Dean had to force himself to look away from your lips—lips that had just been doing unspeakable things to him in his dream.

"You promised you'd go Christmas shopping with me.” You reminded him, completely unfazed by his mood.

Dean frowned. "That doesn’t sound like something I’d promise."

You hit him with your classic 'don’t bullshit me' look. And, yeah, okay, he remembered now. He'd offered last week, wanting to help you survive the chaos of last-minute shoppers—and use the trip to grab gifts for his own family.

"Fine, yeah. Just give me ten minutes to wake up, alright?" He relented, desperate for you to leave so he could deal with his little… Issue.

“Thanks, Buddy." Your voice was smug, like you knew he’d never actually say no to you. Because, let’s be honest, he never did.

Dean sighed as you closed the door behind you. He let his head fall back against the pillow, running a hand down his face.

What the hell?

Why was he dreaming about you like that? You were his best friend. You’d been inseparable since fourth grade. Sure, you were beautiful, but that had never been an issue before.

…Had it?

Dean groaned, pressing the heels of his hands against his eyes. Nope. Too early for a deep dive into that mess. He rationalised it away—one, you were attractive. Two, you were close. And, statistically speaking, didn’t most guy-girl friendships eventually veer into weird territory at some point?

Yeah. Totally normal. No big deal.

Except… Two hours later, standing in the middle of a lingerie store, Dean realised he was totally screwed.

Before that, he’d spent the last two hours hauling around a bunch of your shopping bags like a damn pack mule. Only one of them happened to be his, with his completed gift purchases for everyone he needed to buy for. Though to be fair to you, your arms were just as full. He was bewildered at your ability to buy so much for so little.

Your immediate family only consisted of three people—Bobby, Ellen, and Jo—but you had argued that you had your friends, his family, and him to buy for. The latter of which, he’d told you not to do.

However, it fell on deaf ears as always. Every Christmas and birthday, it was the same. But Dean couldn’t fault you for it—you always got people gifts that were meaningful to them, and you got so much joy from giving that he could never say anything other than thank you.

What he wasn’t thankful for was your complete inability to stay focused. Every shop you entered, you’d get distracted by little knickknacks, convincing yourself someone needed them, rather than the original item you came for. It made the day so much longer, but despite the fatigue in his arms and the chaos of holiday shoppers, he was enjoying himself.

Though, that was a given with you.

You were naturally a people pleaser, but knowing how much Dean hated shopping, you’d made it your mission to keep him entertained. You’d made him laugh—laugh to the point his belly ached and tears were shed. The day had surprisingly become enjoyable. But then you'd dragged him into this store, and his brain short-circuited.

The window displays alone had him spiralling, lace and silk-covered mannequins taunting him with thoughts he really didn’t need to have. About you. And then you, completely oblivious, pulled a matching red lace bra and thong off a rack, holding them up for inspection.

Dean swallowed hard.

He’d done your laundry before. You two split chores in the apartment, and he’d handled your underwear plenty of times; never thinking twice about it. So why the hell was he suddenly imagining you in them now?

Was this really because of the dream? It had to be.

And then, like you hadn’t already sent him into cardiac arrest, you giggled, holding up another pair. "Hey, check this out—crotchless panties."

Dean barely choked back a groan as you stuck your fingers through the open section like it was the funniest thing in the world. His brain, on the other hand, provided a detailed mental slideshow of all the things he could do to you in them.

Jesus Christ.

He needed air.

"I—uh—I gotta step outside. Promised Sammy I’d call about a gift for Mom," he lied, voice tight.

You barely glanced up. "Okay."

Dean bolted like his life depended on it, shoving through the doors and inhaling the crisp winter air. "What the fuck is wrong with you, man?" He muttered under his breath, dragging a hand down his face.

A passing woman gave him a scandalised look as she walked by with her kid. He shot her an apologetic smile before leaning back against the brick wall, blowing out a heavy breath.

He tried to clear his mind, but every time he pushed the R-rated thoughts away, softer images replaced them. The way you smiled. The way you laughed, head thrown back, eyes crinkling. That stupid fluttery feeling hit his stomach again.

Dean frowned.

Was he sick? Hallucinating?

The worst part? You were always the person he talked to when he was confused about something.

But now you were the one person he couldn’t talk to about this.

Another half hour crawled by before you finally emerged from the store, a small bag swinging from your wrist. Dean’s eyes locked onto it like it held the answers to the universe, his mind immediately spiralling.

What the hell did you buy?

He told himself he didn’t care. He really didn’t. But his brain clearly had other plans because now he was picturing you in every single thing you could’ve possibly picked out.

Lingerie? Pyjama's? Something sheer, lace- nope!

He swallowed hard and forced himself to focus on literally anything else, but it was a lost cause. By the time you both made it back to the apartment, he felt like his brain had been put through a damn blender.

You, however, were completely unbothered, tossing your bags onto the floor with a content sigh before flopping onto the couch. "Pizza should be here soon. You wanna pick the movie?"

Dean blinked, barely processing the words. Right. Normal best friend things. Hanging out. Eating pizza. Watching a movie. That’s what you two did. That’s what you’d always done.

Maybe that’s all today was—a momentary lapse. A weird, fleeting thing brought on by lack of sleep, the stress of shopping, and, most probably, the objectifying dream he’d had of you. It didn’t have to mean anything more than that.

Yeah. He could shake this off. No big deal.

Letting out a slow breath, he dropped onto the couch beside you, snagging the remote. "Fine. But if I pick, you’re not allowed to bitch about it."

You hummed, already scrolling through your phone. "I make no promises."

A small smirk tugged at Dean’s lips. This was normal. Easy. Just like always.

And for the first time since this morning, he let himself believe it.

The following Friday, Dean found himself at the Roadhouse with Benny, Cas, and Gabe. It was the kind of place that felt like a second home.

The Roadhouse wasn’t fancy—hell, half the decor was older than they were—but it had its own charm. The regulars, the outdated rodeo-style décor, the worn wooden bar top that had seen more spilled whiskey and thrown punches than anyone cared to count.

The walls were lined with old beer signs, neon lights buzzing softly under the hum of conversation. The jukebox in the corner cycled through rock classics, always a little too loud, but that was part of the place’s charm.

Dean and the guys had been coming here for years—long before they were even old enough to drink. You had, too. Being Ellen’s stepdaughter meant you practically grew up in this place, and while Ellen had a strict no-bullshit policy, she wasn’t blind to the fact that teenagers would be teenagers.

As long as you and the guys stayed under her watchful eye, she let you each have a beer or two when you were younger, making damn sure no one got carried away. And if anyone so much as thought about sneaking more? Well, Ellen had a way of shutting that down real quick. She was tough, sharp as a whip, and had a stare that could make a grown man fold—but she cared, more than she’d ever admit.

Jo helped out too, working the bar some nights in between her law enforcement studies. She’d been slinging beers and rolling her eyes at the group’s antics since she was old enough to work behind the counter, always quick with a sarcastic remark when any of them got out of line. 

You and Dean had spent countless nights here, watching as the Roadhouse shaped who you all became.

Benny leaned against the pool table, lining up his shot with an easy, practiced confidence. Dean had seen him do it a hundred times—his friend had a natural ease about him, a steadiness that made him damn good at their job. 

They spent most of their days working maintenance for RHP Properties, fixing busted pipes and dealing with tenants who thought every flickering light meant the world was ending. Benny made the long hours bearable.

Cas sat nearby, nursing a whiskey, his sharp blue eyes scanning the table like he was analysing some historical battle strategy. He always had that serious, thoughtful air about him. It made sense—he was a history teacher, working his way toward becoming a professor. His brain just worked differently.

And then there was Gabriel, though he liked to go by Gabe, Cas’ cousin. Though you’d never guess it just by looking at them. 

Where Cas was serious, methodical, and downright broody at times, Gabe was his exact opposite—carefree, unpredictable, and always ready with a joke. The contrast between them was almost comical, like night and day, order and chaos.

Currently half-draped over the bar like he owned the place, Gabe was laughing at something Rachel, the new bartender, had said. She was easy on the eyes—exactly the kind of woman Gabe set his sights on. And judging by the way she giggled and blushed under his usual blend of wit and charm, he’d hit his mark.

Gabe had always been that guy—the one who could talk his way into or out of anything, a natural-born trickster with a grin that could disarm just about anyone. No one was entirely sure what he did for a living, some mix of marketing gigs and side hustles that somehow kept him afloat. According to him, it was all about “the art of persuasion.”

Dean just called it bullshit.

The night had settled into an easy rhythm—drinks flowing, pool games stretching long enough to become more about talking shit than actual competition. Gabe, as always, had the floor, spinning some ridiculous story about a one-night stand gone wrong.

“I’m telling you; she had three snakes. Just slithering around the damn apartment like it was normal,” Gabe insisted, gesturing wildly with his beer. “One of ‘em was watching me, man. I swear it knew.”

Benny chuckled, lining up his next shot. “I think the real question is, why the hell did you stay?”

Gabe shrugged. “What can I say? I have a hard time walking away from an adventure.”

Cas, who had been nursing his whiskey with a bemused expression, finally spoke up. “It’s a wonder you haven’t been killed yet.”

“Give it time,” Benny muttered, sinking his shot.

The conversation shifted, everyone throwing in their own weird hookup stories—bad timing, embarrassing moments, things they wished they could forget. Dean had been mostly listening, chuckling at their dumb-assery, when the thought that had been nagging him for days finally slipped out.

“Is it, uh… normal to have a sex dream about a friend?”

Benny didn’t react at first, too focused on sinking his shot, but Gabe, ever the opportunist, caught onto it immediately. “If it’s about Y/N? Yeah, totally.”

Dean nearly choked on his beer. “What? No—it’s not—”

Gabe grinned, tilting his head like he was enjoying watching Dean squirm. “Not what? Not about her? Or not just a dream?”

Dean scowled, scrambling to recover. “Jesus, Gabe, I didn’t say it was about her. It was hypothetical.”

“Uh-huh.” Gabe leaned against the pool table, twirling the chalk in his fingers. “Sure, man. Hypothetical.”

Dean exhaled sharply, trying to shake off the weird, twisting feeling in his gut. “Just saying, dreams don’t mean anything, right? Just… brain static.”

Benny chuckled, finally looking up from the table. “Depends on the dream, brother.”

Dean glanced between them, suddenly feeling like he was the only one missing something. “What’s that supposed to mean?”

Gabe smirked, eyes twinkling with mischief. “It means you’ve been making googly eyes at her since we were, what—fifteen?”

Dean’s stomach dropped. “The hell I have.”

Gabe ignored him, tapping his chin. “Honestly, I’m surprised this hasn’t happened sooner.”

Benny sighed, shaking his head as he sank another shot. “Sorry, brother. Gotta agree with the gremlin on this one.”

Cas, who had been silent up until now, finally spoke, his voice calm and matter of fact. “It’s always been very obvious.”

Dean stared at them, mouth opening and closing. “You guys are insane.”

Gabe shrugged, completely unfazed. “Denial’s a hell of a drug. You’ll catch up eventually.”

Dean gripped his pool cue a little tighter, his next shot suddenly feeling a lot more difficult than it should have.

Benny, ever the voice of reason, leaned on his cue. “Ain’t anything bad, Dean. You two have known each other since you were what? Nine. Been joint at the hip since. You know all her family, she knows yours. Hell, she’s practically—”

“If that were true, something would’ve happened by now,” Dean cut in, shaking his head.

Gabe snorted, swiping Dean’s beer before he could stop him. “Not if you’re in denial, my friend.”

Dean’s jaw clenched, frustration curling in his chest. Their words were ringing too damn true, and it was freaking him out. “You’re all outta your damn minds.”

Gabe just smirked. “Keep telling yourself that, Winchester.”

The conversation haunted him. All the way back to the apartment.

He’d walked the couple of blocks from the bar to your shared place, his friends’ words swirling around his mind, needling into places he didn’t want to acknowledge.

Dean knew he cared about you—he always had. But wasn’t that normal after knowing someone for so long? You were practically family.

His thoughts drifted back to the first time he met you. Fourth grade. The old, rusted swing set at the park near his house.

He’d been shoving loose gravel around with the toe of his sneaker when he heard a loud laugh—sharp and unbothered. Looking up, he saw a girl launch herself off the swing at its peak, landing in a heap on the ground with a thud.

He winced. That had to hurt.

But instead of crying, you rolled onto your back, a grin splitting your dirt-smudged face as you stared up at the sky. "Holy crap, that was awesome."

Dean frowned, more confused than anything. "You just busted your knee."

You sat up, inspecting the scrape with a shrug. "Eh, I’ve had worse."

Then you looked at him—really looked at him—and grinned. "Think you can jump higher?"

Dean, never one to back down from a challenge, snorted. "Duh."

And that was that. A competition was born.

For the next hour, you and Dean had taken turns swinging as high as possible before flinging yourselves off, measuring who could get the most distance. By the time the sun dipped low, both of you were covered in dirt and scrapes, laughing like idiots.

When his mom finally called him home for dinner, he’d hesitated before brushing off his hands and looking at you. "Same time tomorrow?"

You grinned, teeth flashing. "You’re on, Winchester."

And just like that, Dean had found his best friend.

Now, years later, that same friend was tangled up in his head in a way he couldn’t ignore.

And it scared the hell out of him.

“Honey, I’m home!” Dean called out as soon as he stepped into the apartment. The words left him out of habit, that same old teasing lilt in his voice. It was an inside joke that had stuck over time—born the day you’d both moved in together after college, a decision fuelled by practicality more than anything else. 

Splitting rent was cheaper, and as best friends, it had made perfect sense. Somehow, though, the whole thing had felt oddly domestic from the start, and Dean had cracked the joke that first night—throwing open the door with a smirk, announcing himself like some sitcom husband. You’d groaned, thrown a pillow at him, and it had just stuck. Something easy, something comfortable.

From somewhere deeper in the apartment, your voice called back, warm and casual. “Hey!” You greeted him as he shrugged off his worn leather jacket and toed off his boots with a sigh, rolling his neck to ease the tension there. 

“How were the guys?” You called out again.

"Yeah, they're all good," he answered absentmindedly, trying not to think about that last conversation he’d had with them as he headed straight for the fridge, already contemplating his options.

His hand gripped the cool metal of the handle as he swung it open, his face falling at the sad excuse for groceries staring back at him—half a six-pack, expired milk, some takeout containers he didn’t even remember ordering.

Right. Grocery shopping. Definitely overdue.

"Hey, you feel like ordering in tonight?" He called out over his shoulder. "Pizza? Chinese? Maybe both, live a little?"

But before he could get an answer, movement in the corner of his eye pulled his focus, and his breath caught in his throat.

You stepped out of your room, and just like that, Dean forgot how to breathe.

His hand slipped from the fridge handle as his entire focus tunnelled in on you. You weren’t just dressed up—you were knockout gorgeous. 

A sleek, black dress hugged your figure in a way that should’ve been illegal, the fabric clinging in all the right places before tapering off mid-thigh. Your legs—long, smooth, and so much more on display than he was prepared for—were accentuated by the sharp cut of your stilettos, heels so high they had no damn business being on your feet, yet somehow, you walked like you owned the world in them.

Dean swallowed hard.

His gaze flickered to the subtle details—the delicate chain resting just below the hollow of your throat, the way the dim lighting in the apartment caught the shimmer of your earrings, how your makeup was just enough to highlight what was already perfect. 

You smelled different too—a new perfume perhaps? Something subtle but undeniably you.

The air in the apartment felt thick, like it was pushing down on his chest.

You didn’t even notice his staring. Instead, you were focused on the couch, leaning over slightly as you grabbed your purse, your fingers quickly checking through its contents. "I can't," you said lightly, barely looking up. "Got a hot date, remember?"

Dean blinked, your words cutting through his haze like a blade.

“Date?"

His stomach twisted.

You straightened up, finally glancing at him with a smirk. "Yeah, with Gary from marketing?" You prompted, slinging your purse over your shoulder. "He asked me out last week—I told you about it?”

Gary from marketing.

Dean’s brows furrowed as the memory came rushing back—how you’d offhandedly mentioned it while he was distracted with something else, how he’d muttered some half-assed response at the time, maybe even made a joke—

"The guy with the tragic haircut?" he muttered, the words coming out before he could stop them.

You laughed. "That’s the one."

And just like that, it hit him.

He’d been so caught up in his own damn thoughts about you lately—trying to reason with himself, trying to make sense of the way things had shifted between you lately—that he hadn’t even thought the world would still be turning for you.

He’d been sitting in the passenger seat, clueless, while you’d been steering your own damn life without him.

And now?

Now, you were standing there, looking like that, all dressed up for some other guy—some idiot named Gary, who got to pick you up and take you out, who got to be the reason you put on that dress, who got to see that smile meant for him tonight.

Dean’s chest felt tight, a slow, bitter realisation creeping in.

This wasn’t like all the other times.

You’d gone on dates before. He knew that. He’d teased you about them, had even tossed out protective big-brother-ish warnings to guys who had no clue the words felt foreign in his mouth. But he’d never felt anything about it before.

Not like this.

Not like his chest was caving in.

Not like a bitter, ugly heat was curling around his ribs, settling deep into his bones.

Not like he wanted to throw his jacket back on and hunt down ‘Gary from marketing’ and make damn sure he knew he wasn’t good enough for you.

His hands curled into fists at his sides.

"Right." His voice was quieter than he meant it to be, rough around the edges as he forced the word past the lump in his throat.

He watched as you did one last check in the mirror by the door, smoothing your hands down your dress, adjusting your lipstick in a way that made his stomach tighten even more. You looked excited.

Dean clenched his jaw.

And just like that, the jealousy settled deep in his bones, hot and unyielding.

He didn’t want to picture it—you laughing at some stupid joke Gary made over dinner, Gary sliding his hand over yours, maybe leaning in close at the end of the night, lips hovering over yours.

But the thoughts came anyway.

And it wrecked him.

You shot him one last glance, oblivious to the storm raging inside of him. "Don’t wait up, Winchester."

And with that, you were gone.

Dean stood there for a long moment, staring at the closed door.

His chest felt tight. And then the bitter realisation hit him. 

His friends had been right.

Dean couldn’t sleep.

For the past two hours, he had been tossing and turning, alternating between staring at the ceiling and squeezing his eyes shut, willing sleep to come. It never did.

How the hell could he sleep when his mind was torturing him with images of you—with Gary?

His stomach churned uncomfortably at the thought of it, bile rising in his throat. His mind painted vivid, unwanted pictures: Gary’s hands on you, his lips on your skin, your soft laughter, the way you might be looking at him right now—the way you should be looking at Dean.

He clenched his jaw, shaking his head as if it would shake the thoughts loose. It didn’t.

With a frustrated exhale, Dean sat up, rubbing a hand down his face. This was pointless.

There was no way in hell he was going to get any rest like this, not with his heart pounding and his mind running laps. He swung his legs over the side of the bed and stood, stretching his sore muscles before making his way into the living room.

His feet carried him straight to the kitchen, to the cabinet under the sink where he kept a bottle of whiskey for special occasions.

This qualified.

He poured himself a shot and downed it in one go, barely wincing at the burn as it slid down his throat. The second one went down just as easily, a bitter warmth settling in his chest, but it didn’t quiet the storm in his head the way he hoped it would.

His eyes flicked toward the clock on the microwave.

1:37 AM.

You were still out.

Another shot. Another slow burn in his chest.

Dean knew he had no right to be this worked up about it. He wasn’t your boyfriend. He wasn’t anything to you except your best friend—your roommate. That was the problem.

He ran a hand through his hair, exhaling hard.

When the hell did everything get so complicated?

It wasn’t just the dream. Sure, it cracked something open in him, but if he was honest with himself, there had always been something simmering underneath. He could see it now—in the way his past relationships never worked out, how no one else ever seemed enough because in the back of his mind, he was always comparing them to you. The way he told you things he didn’t tell anyone, not even his own mother.

Seventeen years.

You had been in his life for seventeen years. That was longer than most marriages. 

Damn, he really was an idiot. How could he have been so blind to it, so ignorant to what was staring him right in the face the whole time? 

Then, he heard it.

The distinct jingle of keys outside the door, followed by a clumsy, muffled “shit" breaking him out of his reverie.

Dean sighed, setting his glass down before pushing off from the counter. He made his way to the door just as he heard another "fuck", then a quiet thud—like something hitting the floor.

Through the peephole, he spotted you crouched down, fumbling for your keys, struggling to fit them into the lock.

You were clearly drunk.

Dean shook his head with a smirk, unlocking the door from his side just as you managed to steady yourself, one hand braced against the door handle. The moment he pulled it open, you stumbled forward, nearly toppling over—until his arms caught you.

You crashed into his chest with a soft “Hmph.”

Dean's arms instinctively wrapped around you, holding you up as you melted against him, giggling into his shirt. The scent of alcohol clung to you, a mix of whiskey and whatever fruity drink you had been sipping on all night.

“Jesus." You huffed, pushing off him, though you wobbled as you tried to find your footing. Dean kept his hands out, ready to catch you again if needed.

"You good, sweetheart?" He asked, raising a brow as he took in your dazed smile and glassy eyes.

You grinned up at him, your expression pure blissed-out drunkenness. "I'm just perfect, Dean’o."

Dean smirked at the nickname, but before he could say anything, you reached up and grasped his jaw between your thumb and fingers, squishing his cheeks slightly.

“Okay, alright—enough of that.” He groaned, peeling your hand away. You didn’t seem to realise your own strength at the moment, and if you squeezed any harder, you were gonna leave a dent in his damn face.

You blinked up at him, wide-eyed, before your attention drifted over his shoulder. Then your expression dropped into something heartbreakingly close to a pout.

“Awww,” you whined. “You’re drinking without me?”

You sounded genuinely upset, your lower lip pushing out in an exaggerated fashion. Before Dean could respond, you made a clumsy grab for the bottle on the counter.

But Dean was quicker.

Before your fingers could wrap around the neck of the whiskey bottle, his hand closed over yours, pulling it away with ease. “Yeah, no. You’ve had enough,” he said firmly, setting the bottle behind him and out of reach.

You frowned up at him, your brows knitting together like a scolded child. “You’re no fun.”

Dean smirked, amused at how downright grumpy you looked, like a kid being denied dessert. He leaned against the counter, arms crossed. “You need some water, sweetheart. Not more booze.”

You huffed dramatically, crossing your arms over your chest. “I don’t want water, I want whiskey.”

“Tough,” Dean said, already turning to grab a glass from the cabinet. “You’re getting water.”

Your pout deepened as he filled the glass from the tap, sliding it toward you. You eyed it like it personally offended you before reluctantly picking it up and taking a sip—your way of conceding to his demand, albeit with an exaggerated sigh.

Dean chuckled, shaking his head. You were something else.

Once you were distracted with your water, he leaned against the counter again, crossing his arms over his chest. He could still feel the tension coiling in his gut, the jealousy he’d been drowning in all night, and he couldn’t hold it back any longer.

“So,” he started, keeping his tone casual, but his fingers clenched against his biceps. “How was it?”

You blinked up at him, confused. “How was what?”

Dean gave you a look. “Your date.”

At that, you scoffed, setting your glass down with a little more force than necessary. “Oh, that.” You waved a hand dismissively. “It was awful.”

Dean raised an eyebrow, surprised by how quickly you admitted it. He’d expected you to defend the guy, maybe try to convince yourself it had been a good time. But no—just flat-out awful.

“Yeah?” He prompted, keeping his voice even, but he could already feel his chest loosening just a little.

You leaned against the counter, your drunken state making you extra expressive as you talked with your hands. “First of all, the guy is so uptight. Like, I swear, he’s never laughed in his life. I tried joking around, and he just blinked at me like I was speaking another language.”

Dean snorted, already picturing it.

“And then,” you continued, eyes wide with disbelief, “all he did was talk about himself. Nonstop. Like, dude, I asked him one question—one—about his job, and suddenly I was stuck in a TED Talk about marketing strategies. Like I don’t work for the same company.” You threw your arms out in a ‘are you kidding me’ gesture.

Dean chuckled, shaking his head. “Sounds like a real winner.”

“Oh, it gets worse,” you said, holding up a finger. “So, we order food, right? And I get a cheeseburger, because, you know, I wanted a damn cheeseburger.”

Dean nodded approvingly. “Good choice.”

“Right?” You gestured wildly, as if proving your point. “But Gary—freaking Gary—looks at me and goes, ‘Are you sure you wanna eat that? You should really watch your figure.’”

Dean froze. His smirk disappeared.

For a moment, he just stared at you, like he couldn’t believe the words had actually come out of your mouth.

Then his expression darkened, jaw tightening. “Tell me you’re kidding.”

You rolled your eyes. “I wish.”

Dean’s grip on his bicep tightened, his teeth grinding together. That prick. He had known from the start that Gary was a tool, but this? This was another level.

“So,” you continued, a mischievous glint in your eye, “I did what any rational, level-headed woman would do in that situation.”

Dean arched a brow. “And that was?”

You grinned, leaning in like you were about to tell him a secret. “I threw my drink in his face and left.”

Dean stared at you for a beat, then—He laughed.

A deep, genuine laugh that rumbled in his chest as pride swelled in him. “No shit?”

“No shit.” You grinned, clearly pleased with yourself. “Right in his smug, stupid, judgy face.”

Dean shook his head, chuckling. That’s my girl, he thought, though he would never say it out loud.

“But instead of coming straight home,” you continued, twirling your glass of water between your fingers, “I didn’t wanna deal with your I told you so—”

Dean smirked. “I would’ve said it.”

You shot him a look. “—so, I went to the Roadhouse instead. Had a few drinks, bitched about my failed date to Jo and Ellen. Ellen cut me off and called me a cab.” Dean huffed. That sounded about right.

For a moment, he just watched you, taking in the way you had perked up again, the lingering frustration in your eyes slowly melting into something softer.

You were here.

Not out with Gary. Not waking up next to some guy who didn’t deserve you. Not letting some self-important idiot tell you who you should be.

You were home. With him.

And as much as he wanted to tell you that he had been losing his damn mind all night, picturing you with someone else—he didn’t.

Instead, he leaned against the counter, arms still crossed, and smirked.

"Well," Dean said, tilting his head with a smirk. "At least you got a good story out of it."

"Yeah, I guess." You hummed, swirling the water in your glass. The initial amusement faded as your shoulders dropped slightly. Dean caught the shift immediately, his brows pulling together.

"C’mon, you can’t really be cut up about a guy with an Edward Scissor-hands haircut and zero game." He teased, hoping to pull you out of whatever downward spiral you were heading into.

It worked—your laughter bubbled out, a full, belly-deep laugh that made the tension in his chest ease. But then you sighed, the sound quieter this time, more pensive. "It’s not him I’m cut up about."

Dean watched you carefully as you traced the rim of your glass with your finger. "I just feel like I can never meet a good guy."

Something inside him twisted.

What about me?

The thought came unbidden, sharp and intrusive, and he shoved it down before it could take root. Instead, he nudged you with his elbow.

"That’s not true." His voice was lighter now, teasing again. "What about Mikey? The guy with the lisp?"

His grin widened as he mimicked a lisp, knowing damn well you’d dated the guy for barely two months in your sophomore year before his clinginess drove you up the wall. The look of horror that crossed your face had him biting back a laugh.

"Oh my God, Dean!" You gawked at him before landing a solid punch to his arm. "That is so mean!"

"Ow," he complained through his laughter, rubbing the spot you hit. "I’m serious, though! He was a real sweetheart.” He exaggerated the lisp again, barely dodging your next swing.

"I swear to God—" You huffed, turning to stomp off, but before you could escape, he caught your arm gently.

"Okay, okay, I’m done. Scouts honour." He held up three fingers in a mock solemn gesture.

You gave him a look—like you absolutely did not believe him—but still, with a huff, you reclaimed your spot opposite him and took another sip of water.

Then, almost absentmindedly, you sighed. "I mean, it has been a long time."

Dean’s brow furrowed. "A long time since what?"

You hesitated for a brief second before shrugging your shoulders, brushing it off like it wasn’t a big deal. "Since I’ve had sex."

Dean choked on his own damn saliva.

You frowned in concern, but he quickly waved you off, reaching for his whiskey to cover up the way his throat had suddenly gone dry.

You leaned back against the counter, lost in thought, completely oblivious to the war you’d just started in his head.

"I just—I don’t even need romance, you know?" You shrugged. "At this point, I’d settle for a little fun. I even bought new lingerie for tonight, just in case, and now"— you gestured vaguely to yourself, "totally wasted."

Dean swallowed—hard.

His mind was already in dangerous territory, but now it plummeted straight into the gutter.

You’d bought lingerie? For tonight?

His gaze instinctively flicked down for half a second before he caught himself, before he could let himself really think about what you were implying. Because if you had planned for tonight—if you were wearing it right now—

God help him.

The image hit him like a freight train. You, laid out in something lacey and delicate, something sheer enough to tease but not reveal, maybe even those crotchless panties you’d pointed out the other day in that damn store—his stomach twisted, his fingers curling around his glass with a little too much force.

And the worst part? Some other guy was supposed to see you like that tonight.

That thought sent something hot and possessive burning through his veins.

Dean exhaled sharply, gripping the back of his neck as he forced his gaze anywhere but at you.

"Gary didn’t deserve to see you like that." The words left his mouth before he could stop them, his voice lower than before.

You scoffed. "Yeah, well, no one else is seeing it either, so it really doesn’t matter."

It matters to me.

Dean forced himself to take another sip of whiskey, as if that would drown out the thoughts swimming in his head.

With a stretch and a yawn, you set your empty glass down and pushed off the counter. "Alright, I’m gonna head to bed. Thanks for making me drink water, Mom." You teased, because Dean was always more like a mother hen than a strict father.

Dean smirked, watching as you stepped closer. He expected you to give him a casual pat on the arm or maybe ruffle his hair like you sometimes did when you were feeling particularly annoying.

Instead, you leaned up on your toes and pressed a kiss to his cheek.

Or, at least, that’s where it was meant to land.

At the last second, whether it was the whiskey in your system or just bad aim, your lips caught the corner of his mouth.

You gasped softly, your breath fanning over his lips, and then you giggled. "Shit—sorry."

Dean didn’t move. Couldn’t.

Because you were still right there, inches away, your body just barely brushing his, your eyes flicking down to his lips.

Something in the air shifted.

The easy playfulness between you dissolved into something else—something warm and electric, something that made the hairs on the back of his neck stand up.

Your smile faded, lips parting slightly as you lingered, hesitating just a second longer than necessary.

Then, before he could say a damn thing, before he could even think—

You leaned in again.

And this time, you kissed him.

It was soft at first, hesitant, your lips pressing against his in a way that felt like a question. Like you were giving him the chance to pull away, to stop this before it could turn into something neither of you could take back.

Dean’s entire body locked up. His mind screamed at him to push you away, to remind you that you’d been drinking, that this was just a moment of drunken impulse, that tomorrow you might regret this.

But then you pressed in closer, deepening the kiss, your fingers skimming up his arm, and his resolve shattered.

A low, quiet sound rumbled in his throat as he gave in. Completely.

His hands found your waist, gripping tight, pulling you against him as he kissed you back. And not just kissed you—devoured you. All the tension from the past few days, all the frustration, the longing, the confusion—it poured out of him like a damn breaking.

Your lips were warm, soft, intoxicating in a way no drink could ever compare to. He let himself get lost in it, let himself feel it—how perfect you felt against him, how natural this was, like it had been inevitable all along.

You sighed against his mouth, your fingers sliding up into his hair, and Dean groaned, tilting his head to deepen the kiss even further.

He didn’t know when his hands had moved, but now one was tangled in your hair, the other splayed against the small of your back, pressing you flush against him. And fuck, you felt good. Too good.

This was dangerous.

And when you finally pulled away, lips kiss-swollen and breaths unsteady, Dean couldn’t move. Couldn’t think. His heart pounded like a war drum; each beat a sharp, insistent reminder of the storm raging inside him.

He should say something. Do something. But every word he might’ve spoken tangled in his throat, choked by the weight of what had just happened.

“Woah,” you whispered, your voice barely more than breath. Your eyes flickered between his and his mouth, never quite settling, like you were just as caught in the moment as he was. Your cheeks were flushed, heat radiating from your skin, and the ghost of your breath still lingered against his lips, dizzying and sweet.

Dean didn’t move. Didn’t dare move. The air between you crackled, fragile and electric, holding him captive in a moment he wasn’t ready to break.

He was waiting for you. Like always.

Your breath ghosted against his lips, and that was all it took.

You kissed him again, this time with more heat, more purpose, fingers tangling into the front of his shirt as you pulled him in. Dean let out a rough sound—somewhere between a groan and a sigh—before his hands found your waist, gripping tight as he backed you up against the counter. The edge dug into your lower back, but you barely noticed, too caught up in the way he was pressing into you, solid and warm and overwhelming in the best way.

His hands slid down, grasping the backs of your thighs, and before you could fully process it, he lifted you effortlessly onto the countertop.

A surprised gasp left your lips, but Dean was already there, swallowing the sound as he kissed you again, deeper, slower, his fingers digging into your hips. You pulled him in, locking your legs around his waist, desperate to feel more of him, and his hands wandered—exploring the soft, bare skin of your thighs, gliding higher, pushing the hem of your dress up as he went.

He trailed kisses down your jaw, moving to your neck, and when his lips found that one spot—the spot—you let out a soft moan, your head tipping back instinctively.

Only to smack it straight into the cabinet behind you.

The entire moment shattered.

You winced, immediately bringing a hand to the back of your head. Dean jerked back, eyes wide with concern.

“Shit—are you okay?” He cupped your jaw, scanning your face for any sign of real pain.

For a second, you just blinked at him—then, out of nowhere, you started giggling.

Dean frowned, still searching your eyes, but when you kept laughing, it broke him. He snorted, shaking his head, then let out a deep, full-bodied chuckle, forehead dropping against your shoulder.

“Jesus, sweetheart.” He pulled back, still grinning, rubbing a hand down his face. “That’s gotta be a sign, right?”

You sighed dramatically. “That the universe hates me?”

Dean smirked, his hands settling on your hips. “That you’re not sober enough for this.” His answer was loaded, a heavy realisation for himself that you were in no state of mind to be making any rational decisions right now, and that he should've known better than to take advantage of that. 

You pouted slightly, but you both knew he was right. Still, there was something soft in his expression as he helped you down, steadying you with warm hands on your waist. The moment your feet hit the ground, you swayed a little, still a bit disoriented.

Dean caught you instantly. “Okay, yeah. You need to lie down, sweetheart.”

You groaned but didn’t fight him as he led you to your room, making sure you didn’t trip over your own feet. Once you were settled, he disappeared briefly before returning with a glass of water and a bottle of Tylenol, setting them on your nightstand.

“You’re a saint,” you mumbled, already sinking into the mattress.

Dean huffed a laugh. “Not quite. Just don’t want you becoming a pain in my ass in the morning when your head’s pounding.” He said as he helped pull off your shoes and settled you under the covers.

You cracked one eye open, looking at him with something unreadable, something soft. “Could never hate you, Dean.” You mumbled half asleep. 

He looked at you, lingering for a second too long. Then stood, with a small exhale.

“Call me if you need anything.” He told you as he walked to the door. You hummed your acknowledgment, and with that, he left, shutting the door quietly behind him.

Dean barely made it to his own room before he collapsed onto the bed, dragging both hands down his face.

What the fuck just happened?

The feel of you, the taste of your lips—it was burned into him now, like some kind of cruel brand.

It was just a kiss. Just a few incredible, amazing kisses. But now he knew for sure, no one would ever compare now.

And that thought terrified him.

Because tomorrow, you might not even remember. And if you did, would you be embarrassed? Regret it? Or worse, hate him?

Dean stared up at the ceiling, jaw tight, mind racing.

Yeah. He was so fucked.

AN: There we have it folks, the first chapter! It was a long one 😅 I know, but I'd love to hear your thoughts/feedback etc ❤️

If you would like to be tagged in my future works please respond to this >form< so I can add you to the character's you'd like 😊

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

Next Time...

Your breath hitched, but you forced yourself to stay still. No sudden movements, no giving anything away. But then your gaze betrayed you—just for a second, barely a flicker—dipping down to his mouth. Shit. Because now you could feel it again. The way he kissed you, rough but deliberate, like he had wanted it. The taste of whiskey, the heat of his hands, the way his fingers had curled into your hips like he was holding on for dear life. Dean cleared his throat. Stepped back. "I’m gonna head to the store," he said, too casual. It took a second for the words to register. "Oh. Yeah, okay." He hesitated—like he might ask you to come with him—but then he smirked instead, lips twitching. "Would’ve invited you, but, uh… You kinda look like the walking dead. Don’t want you cramping my style.” Your head shot up, glare locked and loaded. "Ass." Dean just grinned. "Try not to die while I’m gone." Then he was gone, the door clicking shut behind him. The silence that followed was deafening. Your fingers tightened around the coffee mug as you exhaled, long and slow, staring at the door like it might offer some kind of answer. Yeah. You were so screwed.

[asbeel]

I imagine Dean is protective as shit of his pie

Like he is hissing and scratching at anyone who even attempts to poke a fork into his pie

So if he lets you to reach out and eat a bit of his pie, it's a sign of respect

If he willingly hands you a slice of pie? Youre the fucking world to him

People I think Dean would let eat a bit of his pie:

- Mary Winchester

- Jack Kline

- Garth Fitzgerald

- Ellen Harvelle

- Kevin Tran

- Jody Mills

- Lisa Braeden

- Sam

People I think Dean would give a slice of pie to:

- himself (obviously)

- Sam (but he always refuses cos he's a health nut)

- Castiel

- Bobby

- Benny

- Charlie (sister energy)

- Jo (sister energy again [wdym they kissed they're literally siblings])

- Claire

- Eileen (as like a "ur my sister in law now" vibe)

- Missouri (fr she deserves some)

- Ben Braeden

I really wanted to add Crowley to this list but it's just the sad truth that Dean wouldn't trust him to be within 90ft of pie

And yes, John Winchester isn't on here. His ass does NOT deserve pie

[kerryweaverlesbian]

No Rowena because she was still alive at that point

PS I'd hope this doesn't come up but please don't answer with a man who's your babygirl. This is about women. Also be civil in the tags lol.

[katherinehoughtoncastle47]

2.05 - SIMON SAID

[girlmadeof-stars]

supernatural characters + first and last episodes

[zepskies]

Smoke Eater - Part 11

Pairing: Firefighter!Dean Winchester x F. Reader 

Summary: Dean Winchester is the cocky, but well-respected Lieutenant at Firehouse 25. He leads by example, but he’s also known to break a few hearts. He’s starting to crave something he’s never had, though. Something stable. Something real. 

That’s when he meets you, on a truly terrible day, trapped in a rickety old elevator.   

🔥 Series Masterlist

Word Count: 5,400 Tags/Warnings: Major angst warning. But also major hurt/comfort.

Part 11: “Heart of the Home”

You sat very still.

Your hands were gripped together in your lap when the doctor entered. He was tall and lean and blonde, and he would’ve reminded you of your boss, except this man had a kinder face.

You were sitting on the edge of your grandfather’s bed, hoping the doctor would say the bloodwork and scans came back fine. That they wouldn’t need to admit George into the hospital for further testing. That he could go home in the morning.

But your life had never been quite that easy.

“Okay, George. I’m sorry, but we need to admit you,” said the doctor.

He explained that while the malignant tumor of his cancer had been removed last year, the scans that had been done last month hadn’t been able to detect the bright spots now formed on George’s lungs and lymph nodes.

The oncologist would have to confirm, but you all knew where this was headed. Likely those “bright spots” were tumors.

George nodded slowly at first, taking it all in. He asked what his options were, as far as treatment.

“Your oncologist will go over those options with you,” the doctor replied. “We’re going to move you up to Oncology shortly.”

George thanked him.

And you sat very still. 

A hand fell on your arm, finally earning your gaze. George’s face was oddly calm, though the worry in his eyes was for you. You realized that he’d gently called your name, though you hadn’t heard him. Your ears were ringing.

His mouth parted to tell you something, but nothing came out. So instead, he tugged you into his arms, and he heaved a long sigh.

“I guess we’re here again,” he admitted. He let out a chuckle. “The Lord does like his tests…but maybe that car accident was a blessing in disguise, huh?”

You heard his voice, but your mind was buzzing—mainly with the doctor’s words, and with a bone-deep feeling that threatened to consume you.

Your car, your fault. Options, again. Here again.

Your fault.

When you didn’t answer, George pulled away a bit to give you a questioning look.

“Sweetheart?” he tried. You laid a hand on his arm.

“You still haven’t eaten dinner, have you?” you asked. Neither had you, for that matter. “I’ll get us something that isn’t rubbery turkey.”

George blinked at you, confused, with a growing edge of worry.

“Isn’t Dean getting your meds? Why don’t you wait for him to—”

“I’m fine,” you said, already getting up to grab your purse. “I’ll be back.”

George called your name again, but the ringing in your ears was now pulsing in time with your heartbeat.

You made your way down the hall to the lobby at a brusque clip, even with your neck brace on. You didn’t see Dean, but he certainly saw you as he was walking back into the hospital. Frowning, he followed and called out to you.

You slowed when you saw him, and he soon caught up with you. He rested a hand on your back.

“Hey, where you goin’?" he asked.

“We haven’t eaten in a while. I’m going to the cafeteria,” you said. Though you seemed distracted, your eyes meeting his only briefly. It triggered a small spidey sense running up Dean’s spine.

He gave you your prescription pain medication, which you took with a small “thank you.”

“Everything okay?” he asked. “How’s George doing?”

“Fine. He’s resting,” you said. And by the look of you, that seemed to be true. But he spotted the tremble in your hands when you took the pill bottle package from him. It made him stop you when you tried to keep walking down to the cafeteria.

“Okay, you wanna run that by me again?” Dean asked.

You frowned, and your brows knit together. “What?”

“Is there something going on?” he pressed.

You sighed, but you didn’t answer him. You looked exhausted, and like you’d rather swallow your own tongue than speak. You shook your head and laid a hand on his wrist.

“I’m fine. Dean, thank you for everything you did tonight, but you still have to work tomorrow. Go home, get some rest,” you said.

You turned from him again. That was your first mistake. He reached out and grasped your hand to stop you.

“Hey, wait a minute,” he said.

“What?” you said in irritation. Your second mistake was not being able to look at him.

Dean was frowning in earnest now. Worry clawed in his gut, which was also telling him not to let you walk away from him. His grip shifted to hold both of your arms and move directly in front of you. He dipped his chin, trying to get you to meet his eyes.

“Come on, sweetheart,” he said gently. “I need you to talk to me.”

You inhaled a shuddering breath. A wave was rising inside you, threatening to pull you into its undertow. Your eyes burned, red and shining. Dean finally saw it when you raised your head, what little you could. Your mouth began to quiver, looking into his eyes. And it was done.

You could no longer be still.

Dean held you when you fell apart in the hallway.

Dean called out of work the next day to stay with you and George. Gordon would be acting Lieutenant until his next shift, and Dean was sure the man would take full enjoyment out of it.

He couldn’t care about that right now though. He felt that his place was here, being your quiet wall of support while you and George and the oncologist talked about treatment options.

“Normally, at the stage we’re in, I would be recommending chemotherapy,” said Dr. Benton.

“Normally?” you echoed.

“At the rate this is progressing, the treatment would have to be aggressive,” he said. His gaze focused on George. “However, at your age, and the current state of your overall health…at this point, I don’t think the rigors of treatment would be worth diminishing your quality of life.”

“What are you saying?” you asked. Your voice cut like a whip, earning the other men’s gazes.

George was the first one to lay a hand on your arm. “You know what it means, honey…he’s saying it ain’t worth it.”

“Of course, it’s worth it,” you retorted. With your brows furrowed and lips pursed, your eyes went from him to the doctor. “Just because he’s older, we shouldn’t even try? Is that what you’re saying, doctor?”

At that, even Dean drew closer to lay a hand on your back. Meanwhile, George squeezed your arm.

Benton shook his head gravely. “That’s certainly not what I’m saying.”

“How much time would I get, if I started treatment,” George asked, before you could volley further with the doctor.

Benton met the other man’s gaze.

“I’m going to be honest with you, George. You may get a few more weeks, or even a few months. But that is a best-case scenario.”

Dean drove you all home that day, after George decided to formally waive treatment. Both men knew you were angry in your silence, but neither one wanted to press you. Dean was too wary, and George was too tired.

Once he was settled in bed, you hadn’t even left his room yet before you grabbed a notepad off his desk and wandered into the hall. You started to make a list of things you still needed from the grocery store, among other things. Dean took that piece of paper out of your hands.

“Good. I’ll handle this,” he said. “Meanwhile, you can get upstairs, take a shower, take your meds, and get some sleep.” 

You frowned at him. “You haven’t slept either, Dean.”

“I’m used to it,” he said, giving you a wink and a slight smile. Overnight shifts could be a bitch at a firehouse, but Dean was no stranger to having his sleep interrupted.

“Listen to him, honey. He’s speaking sense,” George called from inside his room. The bedroom door was still open. He was settling into his bed while trying to stifle a cough. He sipped at a cup of water you’d brought for him.

Still, you looked reluctant. Dean held your arms and pressed a kiss to your forehead.

“Come on,” he said. “You were in an accident yesterday. You’ve had one hell of a night. You need your rest, or you’ll be no good to anyone.”

And if you pushed yourself much more, he worried that he’d have to take you right back to the hospital. Dean would rather not have that scare so close to the last one.

He brushed your cheek with gentle fingers. With the limited mobility your neck brace provided, you did your best to look up at him. Your eyes were softer.

“Okay,” you breathed.

“Okay? All right, good,” Dean said. You held onto his jacket for a moment, leaning against him.

“Thank you,” you whispered. You felt the burn of tears behind your closed eyelids. A few of them squeezed past and slipped down your cheeks. Dean held your face, brushing the tears away with his thumbs.

“Hey, I’m here, all right? Just let me help you,” he said. “You can lean on me when you need to.”

“I haven’t had that in a long time,” you admitted. “Part of me doesn’t know how to lean.”

“I get that,” Dean said. But you both knew that there was a long and difficult road ahead. He knew he didn’t have to remind you of it. “Whatever you need, you just tell me, okay? If nothing else, I’ve got a strong pair of shoulders.”

Somehow, you smiled. You pressed your forehead against his chest and inhaled deeply, to steady yourself.

“That you do, Lieutenant.”

You left for your room soon after, but not before you brought him down to you for one more tearful kiss.

Dean then watched you climb up the stairs to your room and nearly went up to help you, but he heard George call his name. Dean ventured back into George’s room and heeded his beckoning hand.

“You hungry? I can scramble some eggs or something before I hit the store. I think I saw two more left in the carton,” Dean said. George shook his head.

“Come ‘ere a sec.”

Dean took the hint and sat on the edge of the bed.

“I just wanna thank you for everything you did yesterday. Everything you’re still doing for us,” George said. He looked exhausted, but whatever he wanted to say was important enough to fight off sleep. He clasped a hand on Dean’s arm.

“You don’t have to,” Dean replied.

George huffed. A smile made his eyes gleam brighter.

“I knew you were a special one, Dean Winchester. Knew it the night I met ya, on your very first date with her.”

Dean blinked, but his pause drifted into a reserved smile.

“How’s that?” he asked.

“Well, I’ll be honest. When I heard that black Chevy rumble like hell’s wheels onto the driveway, I thought I might have to worry about you,” George chuckled.

Dean’s lips quirked.

“But no, it wasn’t that. It wasn’t the pretty flowers, or our mutual love of killer sharks,” George quipped, making Dean’s smile more genuine. “It isn’t your job either, or the fact that you saved her. I just believe that you can see a man’s mettle in his eyes…and I saw it in you when I shook your hand that night.”

Dean took that in for a moment. His hand flexed over his knee. Then he met George’s gaze, though he didn’t know what to say. Sometimes though, honestly was the best bet.

“I’m sorry for what you’re going through,” he said at last. “I can’t imagine…”

George let out a breath through his nose. “I’ll tell you a secret.”

He pointed to a picture frame on his bedside. It was of him and his wife, Sophie, when they were around your age and Dean’s. The couple were sitting on a pier that hung over the edge of the lake in their hometown.

She held him from behind, with her arms wrapped around his neck. Her long hair was being carried by the wind, getting swept into George’s eyes. He was smiling too hard to care.

“I’m ready to smile like that again,” he said. He had tears in his eyes, but he was already lighter at the thought. “I know it’s selfish…but I think I’ve missed her long enough.”

Dean paused. Then he cleared his throat past a small well of something he couldn’t name. He wondered if his dad ever had thoughts like that.

“Well, I’ll let you get your rest,” he said. “I’ll be back.”

George nodded and gave Dean’s arm a squeeze. “All right. Drive safe. Don’t hit any goddamn trees.”

He shot Dean a knowing wink, and it almost had the younger man laughing. George’s sense of humor was something else.

Dean then left George to rest. He made sure he had his wallet, keys, and your grocery list before he left your house and went back to the car. He checked his phone and saw a missed call…from Cas.

Dean was reminded again about Azazel, the kingpin who might’ve ordered a hit on his family. Along with the recent murders and arsons, and the connection from one of the victims to your company, Savage & Co.

Dean returned the call as he climbed into the Impala.

“Dean. Everything all right?” Cas asked. “Sam filled me in about the accident.”

“Yeah, everyone’s okay…well, not really. I’ll explain later,” Dean replied. “Listen, about what we talked about at the bar.”

“Yes.” Cas said gravely. “I’d appreciate it if you didn’t go to your father about this yet.”

“Funny, I was thinking the same thing.” Dean sighed. “My girl just got some real bad news. I know you gotta keep digging into Savage & Co., but can you keep her out of it?”

“Is she all right?”

“Yeah, more or less…it’s her grandfather.”

“Ah, I see,” Cas said. “I’m sorry to hear that.”

“Thanks, man. I’d rather her just focus on what she needs to do right now, you know?”

“I get it. And believe me, we’re keeping the investigation of Nick Savage quiet for now,” Cas said. “But if we find something, or worse, if I can’t…I’ll likely need to question her. She works directly with Savage, and from what I can tell, she’s instrumental in bringing in and maintaining several of his major accounts.”

Dean stopped at a red light and took a moment to rub a hand over his tired face, rubbing his eyes. “You don’t really think she’s got any idea of what that asshole’s into.”

“I’m not saying she does. But in working so closely with him, perhaps she’s noticed things about her boss, and the company. Things she’s kept to herself, out of self-preservation.”

Dean frowned. He didn’t want to think about shit like that. It made his stomach churn at the thought of you working for someone who might be doing business with a crime lord, let alone Azazel.

“Well, when that day comes, give me a heads up, okay?”

“Will do.”

“Thanks, Cas.”

Dean offered to take another day off to help you, but you wouldn’t let him. He needed to go back to work, and you were able to arrange working from home for the next few weeks.

Even Nick couldn’t refuse to accommodate you in a situation like this. He knew very well that if he pushed you too hard, you’d go directly to HR.

So he backed off, and told you to take as much time at home as you needed. It allowed you to put him, and that afternoon in his office, away from your mind to focus on taking care of your grandfather.

Though you called your best friend the day you got home from the hospital, Andréa didn’t come by your house to see you and George until the end of the week. She cited mounting projects at work and some kind of tiff with her cousin Meg, but it all sounded like excuses to you.

However, she was gracious enough to bring dinner for the three of you on a Friday night. She cut up with George like normal, and even got him laughing, until a coughing fit forced him to stop. It also took most of the joy out of the rest of the evening.

While George went up to his room to rest, Andréa later joined you in the kitchen. You were washing the dishes, trying to focus on what you were doing. But your mind was buzzing continuously with future tasks and worries. Always, tasks and worries.

“How are you holding up?” Andréa asked. She rubbed your back, and you gave her a slight smile.

“All I can do is make him comfortable, for as long as possible,” you replied. There were tears in your friend’s eyes, but she dabbed them away with the back of her hand.

“What do you need? Anything, you just tell me,” she said.

It was a little easier for you to contemplate leaning on Andréa. You had been friends with her for years, and she was like another daughter to George.

On the other hand, asking Dean for help always made you hesitate. What you two had was still so new. You worried that this was too much for your relationship, too fast. 

“Well,” you sighed as you wiped your hands dry on a kitchen towel. You didn’t exactly want to talk about it, but there were things you had to start planning, even if you didn’t know the exact timeframe.

However, as soon as you opened your mouth to reply, Andréa’s cell phone rang. She held up a finger to you and checked it. To your surprise, she actually answered it.

“Hey, babe,” she replied with a smile. You heard Benny’s deep voice on the line, asking a question. “Yeah, I’m still here. I’m probably leaving soon though.”

She continued her conversation for a few more minutes, but you didn’t hear anything after that. A tension headache was sharp behind your eyes, while anger (yes, anger) rolled hot under your skin. Your lips pursed. You busied yourself with straightening up the kitchen until she continued her call for another few minutes.

“Sorry about that,” she said, finally turning her attention back to you. “So what do you need?”

You put away the last dry dish and turned to her coolly.

“Nothing.”

Andréa frowned. She knew there was something off with you, but her furrowed brows betrayed her confusion.

“What do you mean?”

“Nothing,” you repeated. “Don’t you need to head out, anyway?”

“No, I was just…what’s up with you?” she asked.

“What’s up with me is my grandfather’s dying!” you snapped. You left her in the kitchen, precisely so that she’d follow you out. You grabbed her purse for her and went to the front door, where you stepped out.

Andréa was dismayed and confused as she followed you out onto the porch. She raised her brows at you when you shut the door and crossed your arms at her.

“I know you, and this isn’t just about that. What’s the problem?” she asked.

“You can’t seem to detach from your boyfriend for more than five minutes to just be my friend. That’s the problem,” you replied. “But why should I be surprised? Like always, you’re too wrapped up in yourself to consider anyone else.”

Her brows knitted together; she looked hurt by your words, but also defensive.

“How can you say that when you’ve been exactly the same way?” she accused. “Since you met Dean, I’d be lucky to see you once a week—”

“I call you every week,” you began, counting the list with your fingers. “You’re always busy, but you never give me a day that works for you. And when we do make plans, you usually cancel. Why? Because you’re going sailing with Benny. You’re going to a restaurant, hours away, just to try the new sushi bar beer garden, or whatever the hell. Or you’re going on an impromptu road trip, or you’re planning a summer trip to Greece. Give me fucking break, Dre.”

By now she was frowning angrily, her arms crossed. “You’re mad at me because I have a life?”

“No. I’m happy for you that you found someone. I really am,” you said. “But we clearly live in two different versions of reality. I just don’t have the time or the energy to entertain yours.”

You knew you were being too harsh. You felt incredible guilt as soon as it all left your mouth…but part of you also felt like a weight had been lifted off your chest. The problem was, you still felt heavy. Just in a different way.

Both of you were crying when Andréa left your house.

All too soon, a week became a month. In that time, Dean called you every day to check on you. He spent most of his evenings with you and George when he wasn’t on shift. And when he was, sometimes Meg would drop in.

She understood your argument with Andréa, and she respected you for taking a stand when you needed to. She even confided you that she’d had similar frustrations with her cousin lately.

But Meg wasn’t your only visitor. Ellen had come a few times to bring you lunch and dinner, even breakfast, though you hadn’t asked her to. You realized then how close Dean must be to his friends at the firehouse, along with the Harvelles; Ellen also refused to take any money from you for the food.

By the end of the month, George mainly spent his days sleeping. Pain medication made his days nearly painless, but not without struggle. You were doing your best to care for him while continuing to work full-time from home. You were also exhausted, though you refused to admit it.

Today was a better day, however, because George was awake. He was also more aware of his surroundings than usual.

He stopped you from adjusting his pillow so you would sit down on the edge of his bed. He took your hand in his, brushing a thumb over the back of it.

“I’m okay with this, you know,” he said. You pursed your lips, but he stopped you from whatever you were going to say. “I don’t want to leave you. You know that…but I’m so damn proud of you. Your Gram was, and still is…”

Your lower lip wobbled as you tried and failed to keep your tears at bay. They stung in your eyes and slipped past your defenses, down your face.

“The house is yours. But if that’s too hard for you, just sell it,” he said, heaving a deep breath. “It’s just the bones. You’re the heart. And you always have been.”

You opened your mouth to speak, but not a sound would come out. You held his hand with both of yours and stared down at them. Until his voice once again commanded your attention.

“I always thought…moving to the city ruined my daughter. That we should’ve stayed in Lebanon. That maybe I gave her too much freedom, and I failed her somehow along the way,” George said. His eyes were heavy with old heartache. And yet, they soon began to lighten.

“But the day we lost a daughter, we gained one too,” he said. Then, he chuckled a little. “And I know I never failed with you, sweetheart.”

That proved to be too much for you. He pulled you into his arms like you were still a child, and he held you for a long time while you cried yourself out.

Though he eventually spotted Dean hesitating in the doorway. He’d probably let himself in with the spare key you’d given him.

George raised a hand from your back and silently beckoned Dean inside his room. He was getting tired, drifting off thanks to the morphine.

“Hey, lookie there. The boyfriend’s here,” George whispered with a bit of cheek. You sucked in a breath and raised your head, wiping at your eyes before you turned around. Dean met you with an attempt at a smile and a gentle hand on your back.

“Just got out of work?” you asked. He’d been on a 24-hour shift, and you’d missed him. You stood and stepped into his welcoming embrace. He dropped a kiss on your forehead.

“Yeah. I’ve got the next couple of days off,” Dean said. He greeted George next and asked him if he needed anything.

“Just some water,” the older man replied.

“I’ll get it,” you said with a sniff. “Need to start dinner too.”

“I already brought some food. You like Italian, right?” Dean said, with a subtle smile. It earned your sigh and a grateful smile. He knew very well that it was now one of your favorites. Italian meatballs always reminded you both of your first date.

“Thank you,” you said, grasping his hand. He squeezed yours with a nod, before he let you go.

When you were out of earshot, George cleared his throat past a wet cough. Dean reached over and grabbed him a tissue. George took it with a nod. Again, he encouraged Dean to come closer.

“I’m not worried,” George said, between deep breaths. “You know why?”

Dean just stared back for a moment. He genuinely had no idea what the man might say next.

“Tell me,” he said.

“My granddaughter’s strong. Always has been, because she had to be,” said George. “But you’re gonna be there when she’s not.”

Dean considered the weight of that charge. The anxiety in his chest felt familiar; like the day he got his badge at the Fire Academy, knowing then the responsibility he held in his hands.

That’s a lot to put on just three months of knowing this girl, came a more selfish thought. It sounded a lot like the guy he used to be, not too long before he met you.

But when Dean thought about you, and what you’d begun to mean to him…

He realized that he only had one answer.

“Yes, sir. I am,” said Dean.

George gave a tired smile. “Good man.”

And that night, an agreement was made. 

In the morning, your grandfather was gone.

Dean held you through what he thought was the worst of your heartbreak. But after that dour morning, it was like a switch flipped inside you.

In the days after George’s death, your shutters came up. You threw yourself into checklists and task after task—in funeral arrangements and planning and contacting distant relatives and friends.

This was your failsafe. Your version of “autopilot.” And these things needed to get done, after all.

But Dean worried when he no longer saw the softer side of you. Like your heart had been wrung dry. 

He inevitably had to go back to work, but in between the demanding hours of his schedule, he tried to get you to slow down. He saw the warning signs of you running yourself into the ground. He just didn’t know how to help you land.

So Dean picked up slack where he saw it, often without you asking him to. He began fixing the house, one section at a time. He enlisted Benny’s help, since he actually had a small construction business. Dean even paid for the materials himself without you knowing.

And one sunny afternoon, he took a break from repaving part of the cracked and uneven driveway to grab a beer inside. You were sitting at the kitchen table with stacks of papers all around you, your cellphone on speaker as some kind of elevator music continued to ring on a loop.

“Can you believe I’ve been on hold with the funeral director for 20 minutes?” you told him in irritation. But you didn’t truly take sight of him until he came back from the kitchen.

He wore a familiar ensemble of jeans and black undershirt with a plaid shirt, rolled up to his elbows. He was covered in a fine layer of sweat, and his hands were dusty and stained from his work on the driveway. Dean looked tired, and that made you feel guilty.

Meanwhile, he frowned and popped open a beer. “You want one of these? Looks like you could use one.”

You shook your head. With a sigh, you hung up the phone. You’d try calling again later. Instead, you focused on the next item of your checklist for today.

“Food. Because we’re gonna need to eat after the service,” you inclined your head. “Okay, still need to come up with a list of caterers, because I don’t think I can cook for that many people.”

Dean nodded at that. “Let me talk to Ellen. She’ll give you a good price, and her food is good.”

You looked up from your notepad and considered him thoughtfully. You wouldn’t have thought to cater from a bar, but he was right. Ellen had great food at the Roadhouse.

“Okay, I’ll call her,” you said.

“No, I’ll call her,” Dean insisted. He set down the beer on the table and leaned his palms flat on its surface. “Sweetheart, I told you I’d help you with all this. You don’t have to do it by yourself.”

“Dean, you’ve done enough,” you replied. Your brows drew together stubbornly. “You’re paving my driveway right now, for God’s sake! This is my responsibility, not yours.”

Dean frowned, making you sigh. You leaned back in your seat and crossed your arms.

“Look, we’ve only been dating for three months,” you said. And in your mind, a good chunk of that time had been spent in the worst hell of your life. “This right here? It’s a lot. I’m not expecting you to deal with all this…”

You bit your lip, and your gaze fell away from his as your insecurities took hold. The thoughts that had been plaguing you every night since this all began, on the night of the car accident.

“And…if you’d rather take a break from us for a while, I’d understand,” you said.

Your voice was more collected than you felt. But that didn’t make it any easier when Dean stared back at you, mostly incredulous. You even thought you saw a thread of hurt there, and it made your heartache worsen.

Dean came around to your side of the table. He dragged a chair back and sunk into it, facing you directly.

“You think that’s the kind of guy I am?” he asked.

You immediately shook your head. You weren’t trying to upset him, or imply that he wasn’t reliable, or trustworthy, or whatever was running through his head. You were just trying to be realistic.

You’re so pragmatic it hurts, as Andréa had often told you.

“Dean, it’s not that…” you began, a bit helplessly. “I just—”

“Just, nothin’.” His chair scraped toward you as he reached out for your hand. He made sure you looked him in the eyes when he said this next part. 

“I’m not leaving you with this.”

Your gaze met his, though you desperately tried to keep your heart from rising into your throat. 

“I’m not leaving you,” Dean said. His tone, his eyes, his hold on your hand was firm.

For a moment, you stared at him, unblinking, even as tears swam in your eyes. 

He’s not leaving you. 

Not like everyone else in your life.

You were grateful. Too grateful, even, for words.

When you finally broke down into tears, Dean realized what an idiot he’d been. Your wall of stoicism had been just that—a flimsy wall. Now it was shattered, and so were you.

It scared him just how much, as he gathered you onto his lap and into his arms. You didn’t seem to care that he was dirty and covered with sweat. You clung to him strong, and he held you back just as tightly.

“No matter what I did, it wasn’t enough,” you confessed. “You save people all the time. I couldn’t save anyone in my life.”

Dean frowned. He cupped the back of your head, and he felt your tears sliding down his neck. His voice was thick with emotion when he was able to reply.

“Oh, baby. It’s not your fault.”

“I can’t…I can’t do anything. Anything that matters.” Your voice was a broken whisper. It damn near broke his heart. 

“Now you know that’s not true,” he said. “I’m not gonna let you lie to yourself like that.”

You trembled and heaved with sobs, and he continued to hold you.

Just be there, Sam had told him, when Dean had called him from the hospital. Sam reminded him again last week, when George finally passed.

Is that all I’m supposed to do? Dean thought. His brows furrowed, but he tried to hide his frustration.

He was used to people depending on him. He led a team. Before then, he’d looked out for Sam all his life. Dean had never had to help someone get through this kind of grief though. He just wanted to help you, in whatever way he could.

Because he was worrying, just like you. That whatever he did, it wouldn’t be enough.

But he couldn’t leave you. 

I can’t, and I won’t, he thought. So he took a breath, and he said the first true thing that came to mind.

“You’re the strongest woman I know, you know that?” Dean said. He spoke low and steady, but with the conviction he felt. “And that’s a tall order, considering some of the badass ladies I’ve got in my life.”

A smile tugged at his lips when he considered people like Ellen and Jo, Jody and Donna. He might’ve lost his mom, but he and Sam hadn’t lacked when it came to influential women in their lives.

“But I saw it the day we met. I see it every time we’re together,” he continued. “You work hard as hell. You take care of everyone around you…”

You were still quiet, trying to stifle your crying.

Dean let out a breath. “Man, if you only knew how much you’ve been helping me. Keeping my damn feet on the ground with this whole…arsonist mess my dad’s been investigating. Digging up the past, my mom, the whole damn thing.”

With a sniffle, you uncurled from him, just enough to reveal your face. Your grip on his shirt loosened, your palm flattening on his chest. He held your hand there and turned his lips to your forehead. He sensed that you were calming down. That you were listening.

“That matters to me,” he told you.

You nodded and tightened your hand on his. “Me too.”

Your voice was still shaky, but it sounded a little stronger.

“See? You might as well face it.” Dean grinned. “You’re a badass chick with a big heart.”

You snorted in response. Your lips even twitched at a smile. He spied it when he looked down at you. And you rested easier against him as your tears subsided.

“Thank you,” you whispered. He dried your cheek with a brush of his hand. 

“For what?” he asked.

“For staying.”

AN: So first off, I'm sorry for the gritty "reality" of this one. It's just where the story took me, though it serves a purpose narratively and for both the reader and Dean's character development.

But also, I think this has just been on my mind, since both my grandmother and great uncle (brother and sister) died within a year of one another due to different forms of cancer. My great uncle passed in May of this year, and my grandmother two years this past October.

Again, I'm sorry if this one was too heavy, but art does imitate life and this was probably my brain trying to express those emotions I couldn't fully make sense of at the time. George will be missed, but will still be felt in the rest of this story, as I'm sure any of you who've lost close family members will understand. 💙

Next Time:

The identity of Azazel will finally be revealed in Part 12. But first...

You nodded. “By the way, it was nice of Sam and Eileen to come. And Meg and Cas.” 

Dean smiled.

“They can be your people too,” he said. “If you want ‘em to be.”

You couldn’t help it. Your tears brewed and bubbled over. And you moved slowly across the couch to twine your arms around his neck. Dean’s lips tugged at a smile, and he welcomed you with an arm wrapping around your waist.

Both of you were still wearing the same clothes you’d been wearing all day; you in your black dress and Dean in his slacks and white buttoned-down shirt, though by now without the jacket, and the shirt sleeves rolled up to his elbows.

You were infinitely exhausted. But one thing had become clear to you over the past few weeks.

“Thank you. Thank you for today, and for every day since we met,” you said shakily.

Keep Reading: PART 12

Dean Winchester Masterlist

Main Masterlist

Series Tag List (Part 1):

@hobby27 @kazsrm67 @letheatheodore @agothwithheavysetmakeup @jacklesbrainworms @foxyjwls007 @wincastifer @iamsapphine @simpforbuckyb

@vanillawhiskeyflavoredkisses @roseblue373 @this-is-me19 @emily-winchester @spnexploration @deans-spinster-witch @deans-baby-momma @iprobablyshipit91

@melancholictearz @nic-kolas @katherineann814 @sleepyqueerenergy @wayward-lost-and-never-found @thewritersaddictions @just-levyy @samanddeaninatrenchcoat @deanwanddamons @antisocialcorrupt @lacilou @adoringanakin @theonlymaninthesky @teehxk @midnightmadwoman @brianochka @branj19

@agalliasi @venicesem @chriszgirl92 @lyarr24 @ladysparkles78 @solariklees @xsophianicolex @deansbbyx @candy-coated-misery0731 @curlycarley @sarahgracej @bagpussjocken @ultrahviolentart @chernayawidow @beskarfilms @mimaria420

[sirlancenotalot]

[brainrotarchive]

blabla dean deserved better blablabla cas deserved better...what about literally every single woman in spn whose existence was tainted by misogyny from the start THEY DESERVED BETTER

[take-it-on-the-run]

[godofgarlicbread]

Day 18: family business

That picture they took at the end of season 5

@wigglebox

[fandomofisolation]

I genuinely don't believe that a single Supernatural character is straight. I just know, in my heart of hearts, that every last one of them is queer as fuck.

[supernotnatural2005]

The Arrangement Masterlist

Dean Winchester x Reader AU

Summary: Dean Winchester and Y/N Singer have been best friends since childhood—until one dream changes everything. After a drunken mishap and the resurface of feelings buried, the line of friendship is crossed. The solution? The Arrangement. However, as their story unfolds, lines blur, jealousy flares, and before long, they’re forced to face the truth—maybe “the one” has been beside them all along.

Set in the year 2005 (for reference)

AN: I'm too excited, I have to share the news!!! This story has been a WIP for a while now. It's something I have really enjoyed writing and would love to share with you all. So join me on a thrilling ride of all of our favourite tropes in fan-fiction of love, angst, smut, heartbreak and everything else 😘

Main Masterlist

Chapters containing adult themes/smut (18+ ONLY) will contain **

Will be updated every Friday, starting from this week.

Chapter One

Chapter Two - 12/02/25

Chapter Three

Chapter Four

Chapter Five

Chapter Six

Chapter Seven

Chapter Eight

If you would like to be tagged in my future works please respond to this >form< so I can add you to the character's you'd like and their respective series 😊

Dean Winchester Tag List:

@bettystonewell , @nancymcl , @happyfxckinghorrors , @ambiguous-avery @jollyhunter @tbgfvfdcb @lyarr24 , @impala67rollingthroughtown @jackles010378 @riteofpassage77

[fandomtherapy44]

Behind the roadhouse Dean x reader

Summary: Y/n has a bit of a crush on Dean but there's kind of a problem. He's a Winchester

paring: Dean x reader

WC:3,081

Warnings: Language, SMUT 18+

Reblog Banner and 18+ Banner from

cafekitsune

Divder from

Firefly Graphics

Monsters- Vampires, werewolves,ghouls and those aren't even the scary parts of my life. Try to deal with creepy men while working at a bar. Not just any bar, a hunter's bar, my family's bar. My mom Ellen Harville is one of the most badass women you'll ever meet and one of the toughest people but a loving mom. My little half-sister Jo is the other most important person in my life. Well, she’s twenty four so not so little but she will always be to me. My Mom had me with a random hookup she had when she was younger, told him and he took off so when I met Bill I was hesitant but then he became the best father that I ever got and I got a little sister out of the deal too. But then he died in a hunter accident so my mom forbade Jo and I not to hunt but then two sons walked into the bar and a particular Winchester got me not just enthralled with helping people from monsters but in him.

I was wiping down the bar when two tall handsome strangers walked in. “Hey there, welcome to the roadhouse. What can I do for you to get information, a drink, or both?” I finished with a smile mainly focusing on the blonde one. What can I say? I'm a sucker for green eyes. He gives me a flashing smile. “Hey there…” “Y/n” “Y/n, we’re looking for Ellen Harville do you know her?” “I better she’s my mom I’ll be right back.” They both look at each other in confusion. I walk back to the little kitchen. “Hey Mom, two guys are here looking for you.” She gets up and follows me back to them. “Hey there fellows I heard you're looking for me.”

“Uh yeah we’re John Winchester's sons and we got your call.” And the rest flew by so quickly. Ash helped Sam to look up information on the case and while that happened Dean and I had a talk. I poured him a drink and slid it to him. “What’s this for?” I shrugged while sipping a coke. “For your Dad, I'm sorry for your loss.” He took it and shot it back like it was water. “Thanks, you sound like you know the pain.” “My dad passed when I was thirteen so I know how it feels.” My heart panged with pain a little like it did every time I thought of my Dad. “Oh well, I'm sorry for you too, cheers to our dad’s.” We raise our glasses and I'm left with a thought that Dean Winchester doesn't seem like a bad guy.

After that, Sam and Dean would visit us whenever they could and when they needed info. Dean’s and I’s relationship just grew and grew with every late-night talk, pool game, and drink. And it was scaring the shit out of me. I was closing up the bar and Dean and I were having another one of our talks. “Burger or hotdog?” he asks me. “Uh hotdog, is there any other choice.” I playfully responded. “What do you mean hotdog crazy lady?” “So I'm assuming your burger.” I leaned down to his level and he gave me his signature smirk. “Of course.”

With that, he swiped his tongue over his lips while he was staring at me. We both had the same idea we leaned in and to be this close was intoxicating, his breath hot and our noses were touching but my mom did not like our idea. “Dean we are closing for the day.” my mom said from the doorway and we quickly pulled away. “Uh right sorry I'll see you guys later.” He grabbed his jacket and gave me one more look before he walked out. “Mom! What the hell!” “You can not be with that Man!” “Why?” She looked down thinking about something but decided against it. “Just please be careful with those boys.” She turned away before I could ask any more questions.

Dean and Sam had not been back since night. I mean they're busy but it felt personal to me. I tried to forget those butterflies that I got every time I got around Dean but for some reason I couldn't. Every guy that I had been with wasn’t really serious and I was fine with that but then I met Dean and in my locked trunk of hopes in my heart that maybe he was different. And he was. 

It was early in the morning and I was waiting at the table for Jo. She sneakily walks in going to the fridge. I flip on the light. “Late-night snacks sis?” She jumped at me. “Jezze Y/n I thought you were Mom.” I get up and go to the fridge to get a beer. Yes, I did need it to deal with my little sister’s attitude. “No, I'm worse. Mom would go easy on you compared to me.” “Y/n please let me go, I can do this!” I sign and sit down. “Sit down Jo.” she does. “Jo look, the reason I'm like this is because I couldn't bear if anything happened to you like… Dad and mom would agree.”

She looks down at her fiddling hands. “N/n I'm doing this because of Dad you got more time with him all I remember are the short times he came back from hunting. If I can do this I won't feel like I barely know him.” She was right. I couldn't take that away from her if this was her way of feeling closer to our Father then I would have to let her, even if that meant hunting. I sigh deeply, standing up and taking out my knife and handed it to her. “What is this?” “It was Dad’s” She looked up at me like I had given her gold.

“But he gave this to you.” “He did but it was his hunting knife and it's just been sitting in my pocket not doing much hunting so it seems right that you take it.” She jumps up and hugs me tight. “Thank you, thank you.” I pull back to look at her. “You can thank me by sending me the case and the location and call me everyday to make sure you're safe.” She nods her head. “Okay, that’s fair.” We let go. “Okay get out of here before Mom gets up.” She smiles excitedly grabs her bag and practically skips out the door.

She had Ash set up a paper trail of casinos down the state line so Mom wouldn't really know where she was. Mom did not like it but had accepted it. It was about two days in and she finally called me. “Hey, I thought we said every day.” “Sorry, I got distracted.” “By what?” I asked a little confused. “Sam and Dean.” “They're there!” “Yeah I guess we picked up on the same story.” “So you have help good good.” All that was running through my head was Dean. “N/n you okay?” She asked, hearing my pause. “Yes, I am, well call to update me. Love you.” “Love you too sis.” She hung up and I just sat there for a second and the next one I decided what I was going to do.

I walk to the apartment door and knock on it. The door opened and there was Dean. My heart quickens but I play it off cool. “Hey, Dean.” “Hey, Y/n.” He steps aside and I come in. “Y/n what are you doing here?” Jo questioned. “Uh, I wanted to get in and gank this ghost.” “Why didn’t you just come with me in the first place.” That’s a good question and now for a good lie. “I was scared but I fought off the nerves.” That was a shit lie. “Okay well I'll catch you up.” I walk over to the map but not before looking at Dean and he looked back.

We had determined that the ghost was H.H Holmes I know it does sound insane and it is. I was mostly worried about Jo seeing she was exactly Holmes type. We were going to split off in pairs to search but not before I talked to Dean. “Hey” I stepped up to him.”Hey, you ready.” “as I'll ever be.” “Good well I'll be one phone call away.” “I know and if anything happens to Jo-” He put his arm on my shoulder. “It won't.” His eyes are so trusting. “And Dean.” “Mhh.” “You be careful too.” “I will.”

Sam and I were checking upstairs while Jo and Dean went downstairs. “So… did you really want to come.” He asked casually looking around. “Of course, I did for my sister.” He stopped to look at me. “Really that’s what you're going with I mean why not go in the first place and you're scared Y/n I've seen you punch a man square in the face for trying to take your tip.” To be honest I didn't even know myself. “I-” We were rounding the corner and straight into Dean. “Dean Dean!” He kept on walking. “Where’s Jo!” He stopped dead in his tracks and spun to face me. “She was taken.” He keeps on going and I'm frozen.

We were back in the apartment and I kept walking back and forth. We are looking in the blueprints to see where she could be hidden while Dean’s phone rings. It was my Mom. Fear got stricken through my body how would my Mom even look at me? How would I?” “She's gonna have to call you back, she's taking care of, uh, feminine business.” Dean responded back and I thought my lie from before was shit. “Look, we'll get her back.” My heart was thumping.

“The spirit we're hunting, it took her.” I could hear from where I was how worried she was. “She'll be okay, I promise.” “You promise. That is not the first time I've heard that from a Winchester.” What the fuck does that mean. Dean had the same response. he lowers the phone and hands it to me. “She wants to talk to you.” I shakily take it. “Mom I-” “Dont even how could you let her!” The tears started to fall from my eyes and my face turned red from burning anxiety. “I'm sorry I just wanted her to feel closer to Dad.” “Well, she may be closer than you wanted now!” “You're her big sister!... Im so disapiontted in you.” She hangs up the phone with nothing else. I drop the phone on the bed. “I'll be right back.” I sobily say and run out.

I go out to the alleyway and kick the trashcan out of anger. “AHHH! Fuck!” I punched the wall and in my anger, and I had forgotten it was made out of brick. My knuckles started trickling blood and I slumped down the wall just feeling defeated. A pair of boots showed up in front of me. “Hey” I looked up and it was Dean. “Hey,” I respond softly my voice feeling raw. He sat down next to me. “We're going to find her N/n” I wipe my eyes.

“I shouldn't have let her go she was so desperate to feel something to our dad that I let her go… I'm so stupid.” I put my head in my crossed arms against my knees. “You are not stupid, you're a good sister.”  I dryly chuckle at myself. “I'm a sister who let her only sibling go hunting when I knew the danger.”  He sighs. “When I was sixteen and Sam was twelve we were hunting and I let him go look on by himself a ghost almost killed him.” I turn my head at him.

“Uh, no offense Dean but pep talk sucked.” “I not done the reason he didn't die is because he remembered what I had taught him and he had his tools not just weapons but knowledge and he was ready so is Jo she fine she has an amazing sister looking for her.” I wipe my tears and throw myself in his arms and he catches me. He pets my head in comfort I whisper. “Thank you.” We split apart really close. He leans forward pur noses touching. Then Sam comes running towards. “UH guys I think I know where she is.”

She and the other missing girl had been in a storm drain. When had trapped H.H. ghost and Jo and I got topside. She threw her arms around me. “Are you ok!?” I put my hands on her face. “No no I'm fine just some scratches.” She took out Dad's pocketknife. “This protected me. So thank you.” “Anytime sis.” The boys get out of the drain. Sam and Jo go off to talk and that leaves Dean and I alone. “So….” He starts. I Bear hug him. “Thank you for helping save my sister.” “Of course.” This time I'm going do it. I grab his face and he accepts it, “Ah am.” I look behind him and it's my mom I'm so tried of people fucking cock blocking me.

The ride home let's just say that Christmas with a stepmom twenty years old is more comfortable. We get to the roadhouse and Mom practically drags us in. “Ellen? This is my fault. Okay? I lied to you and I'm sorry. But Jo and Y/n did good out there, I think their dad would be proud.” Dean tried to reason. “Don't you dare say that. Not you. I need a moment with my daughters. Alone.” The boys leave. “You're angry. I understand.” Jo started.

“Angry? Angry doesn't begin to touch it.” I mean I know why she’s angry with me but Sam and Dean? “Is this about me hunting, or something else?” I tried “Mom they were right there, backing us up the whole time.” “Like father, like sons.” “Mom what the fuck is that suppose to mean.” “I’m sorry I shouldn't have said anything.” Both Jo and I look at each other. “Mom what are you not telling us.” 

I went on a little walk after I learned what happened I guess Jo talked to them about it but my emotions were all over the place. Jo and I had a talk which ended in crying and a hug. I didn't know how to feel especially now with Dean.

I was taking the trash out behind the roadhouse when I turned it was Dean. “Ahh Fuck! Dean, I almost threw this trash bag full of dirty napkins at you.” “Yeah shaking in my boots.” We just had a silent silence. “Look I just wanted to say sorry.” I was puzzled. “Why are you sorry?” “Because of my dad.” “Dean that wasn't your… fault.” He steps closer. “I know, but my dad's not here and I am so I'm sorry that Will is not here because of him.” I drop the trash and I kiss him. I didn't care at that moment that my clothes were covered in grease stains and a mix between blood and beer I had to. His lips were a little chapped but still were soft as a cloud. Our lips separated slowly. “I'm sorry I just..” His hands were on my hips now. “Had to.” He finished. 

18+ SMUT……

“I have about thirty minutes before my mom comes looking for me so do you wanna do this ?” He grabbed me and backed me to the wall. “Oh, I wanna do this I've been wanting to do this since I first saw you.” “Dean you-” I didn't get to finish my sentence before he kissed me again. And yes it was heaven. His tongue starts to prod my lips and I let him in. “Mhh Dean.” “You like that.” “Yes,” I said practically moaning. “How about this.” he goes down my neck slowly sucking on my sweet spots. “You are too good at that Dean.”

“Yeah, hopefully I'm good at this too.” He unbuttons my shirt slowly and kisses down my stomach. To my pants. “This okay.” He was on his knees his hands on my pants band. “Yes.” He pulled down my pants. Grabbed my panties with my teeth to easily pull down. He starts to kiss my inside thigh. “Oh my gosh.” I throw my hand to the wall to steady myself. He kitten licks my slit. “Ahh” He then puts his tongue in me. “Ohh Fuck Dean!” He goes fully in and eats me out like a madman. I am so close. I grab onto his shoulder and grip it tightly. “Just let go honey.” I did and he lapped it up.

“Oh my gosh did you go to school for that.” I breathily let out. “Yeah, I majored in it.” I chuckle and my hand goes to his pants. “Do you want me to return the favor?” He takes my hand. “I would love that but we have about ten minutes left and I want to show you why I graduated at the top of my class.” I nod and he unbuckles his pants and drops them. I look down and his shaft is standing proud. He pulled down his underwear and it was bigger than I expected. “You ready sweetness.”

“Always.” He gently grabs my head kisses me again and starts grinding against me. He then slips in. “Ahh Dean!” “Tell me when I can move,” It feels a little burning but then it turns into pleasure. “Dean you can move.” He goes in and out moving slowly. “Y/n you feel so good.” He grabs onto my hips to pull me up onto around his hips. He thrusts in and out faster and faster. He breaths into my neck and I wrap my arms around his neck.

“I'm almost there are you Y/n” “Yes!” “Let's do it together!” He moves down to rub my clit. “Ahh fuck!” “Ok, one two three!” And we did. He pulled out his cock dripping with our fluids together. I then realized the time. “Dean I loved that but you have to go.” he grabs me one more time to leave a sweet kiss. “I'll call you.” “You better Dean Winchester.” He gathers himself and leaves. I didn't know where that left us but at least we would always have behind the roadhouse.

[virtu4l-di4ry]

the og found family