#deanwinchester

[wandering-winchesters]

First Moments: Kiss

Pairing: Dean Winchester x Reader Summary: The first time Dean Winchester kisses you Word count: 861 A/N: I am debating on making this a series, covering different "Firsts" with Dean.. Any interest in that? Let me know!

The first time Dean Winchester kisses you, it happens in the least romantic place imaginable—an old gas station parking lot on the outskirts of nowhere. The sun is setting, casting an amber glow over the cracked asphalt and the Impala parked nearby, her paint gleaming like polished obsidian. The faint smell of gasoline mingles with the crisp scent of impending rain, a storm brewing in the distance.

It wasn’t planned. Nothing about Dean ever feels planned, really. He’s a mess of contradictions—cocky and self-assured one minute, guarded and vulnerable the next. You’ve been riding shotgun with him for weeks now, chasing down leads, salt-and-burning restless spirits, and fighting things most people wouldn’t dare to believe existed. Somewhere along the way, you became more than just hunting partners. You don’t know what to call it yet, but there’s a connection between you, an unspoken pull that you’ve both been too stubborn—or scared—to acknowledge.

Until now.

It starts with an argument. Of course it does. Dean has this way of pushing your buttons, and tonight he’s doing it with the precision of a master.

“You can’t just run in there without a plan!” you snap, your arms crossed over your chest.

“And what was your plan, huh?” he shoots back, his voice rising. “To stand around and wait until the ghost decides to play nice? That’s not how this works.”

“It’s called strategy, Dean. Maybe you should try it sometime instead of going full kamikaze every damn hunt!”

He scoffs, dragging a hand down his face in frustration. “You know what your problem is? You think too much. Sometimes you just gotta act.”

“And you think too little!” you retort, your eyes narrowing. “One of these days, your impulsiveness is going to get you killed.”

The words hang in the air, sharper than you intended, and for a moment, Dean just stares at you. His jaw tightens, and there’s a flicker of something in his eyes—hurt, maybe, or regret—but it’s gone before you can be sure.

“Fine,” he says, his voice quieter now. “If you’ve got it all figured out, why the hell do you even need me?”

It’s not the first time you’ve fought, but there’s something different about this one. The air between you feels charged, like the storm rolling in above. You don’t answer right away, and Dean takes a step closer, his boots crunching against the gravel.

“Why, huh?” he presses, his tone softer but no less intense. “Why do you keep sticking around if I’m such a screw-up?”

Your heart pounds against your ribs, a wild, erratic rhythm that matches the storm clouds overhead. You open your mouth to respond, but the words catch in your throat. Because it’s not that simple. Because you don’t stick around in spite of his flaws—you stick around because of them. Because Dean Winchester, for all his faults, is the kind of person who will throw himself in harm’s way without a second thought to save someone else. Because he’s loyal to a fault, fiercely protective, and has a smile that could light up the darkest corners of the world, even when he doesn’t believe it himself.

“Dean…” you start, but his name barely makes it past your lips before he moves.

It’s not hesitant or tentative—it’s sudden, like he’s been holding himself back for too long and finally snapped. His hands cup your face, rough and calloused but somehow gentle, and then his lips are on yours.

The kiss is everything you didn’t know you needed. It’s not perfect—Dean’s lips are a little chapped, and the angle is slightly awkward at first—but it’s real. There’s an urgency to it, a raw, unfiltered emotion that leaves you breathless. His hands are warm against your skin, grounding you even as the world seems to tilt on its axis.

You don’t know who moves first, but suddenly your hands are fisting in his jacket, pulling him closer as if the space between you is unbearable. He responds in kind, deepening the kiss with a low, almost involuntary sound that sends a shiver down your spine. It’s like the dam you’ve both been holding back has finally burst, and there’s no going back now.

When you finally break apart, you’re both breathing hard, your foreheads pressed together. The storm is closer now, the first drops of rain starting to fall, but neither of you seems to notice.

“Wow,” you murmur, your voice barely above a whisper.

Dean chuckles, a low, self-deprecating sound. “Yeah, uh… sorry about that. I probably should’ve—”

“Don’t,” you interrupt, your fingers still gripping his jacket. “Don’t apologize.”

His eyes meet yours, and for once, there’s no wall, no mask, no bravado. Just Dean.

“I’ve wanted to do that for a while,” he admits, his voice soft and almost vulnerable.

You smile, your heart swelling in your chest. “Took you long enough.”

He laughs, the sound warm and genuine, and the tension between you finally seems to ease. The rain starts to pick up, but neither of you moves. For once, the hunt can wait. For once, the only thing that matters is this moment—messy, imperfect, and absolutely perfect all at once.

Tag List: @roseblue373 @hobby27 @jc-winchester @whump-loverz @pizzagirlxnsfwx @king-of-milf-lovers

[fun-kyto-wn]

this shot is quite literally insane dude I could write a whole essay about it. The director was like “Oh hey guys let’s do a close up on their hands to emphasize the importance of this gesture (as if making someone a mixtape isn’t already romantic enough), their fingers just inches apart to show have close but yet far away they are, that they share these little moments of intimacy but the weight of the unspoken feelings lingers heavy in the air oh and yeah let’s also make it look like the god damn fucking Michelangelo painting.. but nothing to see here.”

[fandom-shiet]

Why Castiel’s character has so much depth:

[lamiasage]

A little Dean doodle | ref

[More art, wips, and sketches on my Patreon 💖]

[destielprophet]

this parallel is truly insane.

[thirdsaltyhunter]

If I Catch You

Summary: Dean chasing you through the halls of the bunker in a ghostface mask, what more do you need

Warning: SMUT, if I catch you I f*ck you trope, mask k*nk, choking, praise, edging, manhandling

A/N: did I forget to post this yesterday cause I was to busy partying... yes but hopefully you'll enjoy this enough to forgive me

You had always loved Halloween even despite being a hunter. It brought back the happy memories from your childhood, when there were no worries, the monsters were only people in masks and the good guys always won at the end of every scary movie. Dean shared your appreciation for the holiday. Even before you and him started dating, you would often spend Halloween nights curled up on motel beds, watching horror marathons with all the snacks and sugar you could handle. Sam on the other hand didn't see the appeal. Sometimes he would join you in your movie watching, but it was mostly to appease you and avoid ridicule from Dean.

This year you and your boyfriend had the bunker all to yourself. Sam had chosen to spend the night with Eileen and leave the two of you to your festivities.

The empty bunker allowed the perfect opportunity for you and Dean to play out a fantasy that you had talked about a few nights before, when you were cuddled up bingeing the Scream franchise.

"Ghostface is hot," you blurted randomly in the middle of the movie. You mostly said this to see his reaction, but there was a hint of truth to your statement.

"Why?" he said in utter confusion. He paused the movie and looked down at you in his arms.

You shrugged. "I don't know masked men are just hot."

"Masked men?" he tried to hide the hint of amusement.

"Oh yeah, it's a real popular thing now. I can show you all the thirst trap videos."

"Yeah I don't need to see that."

You laughed at his look of disgust before he continued.

"So what your saying is that I need to get a Ghostface mask, hm?" he said with a smirk.

"I mean I wouldn't mind, have you chase me through the halls in it." You tilted your head back to face him, your lips almost touching.

"What happens when I catch you?", he asked with a devious smile, his hold on you tightening slightly.

"You'll have to find out," you responded, your voice sultry and teasing.

"I think that can be arranged."

One costume store purchase later and you found yourself in only a set of sexy underwear, standing in the empty hallway. The concrete floor was cool under your bare feet, but your racing pulse kept you from being cold.

Dean had given you a head start before he would try to come and find you. Your excitement was growing. He wasn't going to chase you, if it came down to a sprint race, Dean would win every time. No, he was going to hunt you. You knew this made the game more even, but you also knew that he was crafty and smart. Though in all honesty you wanted to be caught, you were just going to be a little tease before you let him find you.

You had just rounded the corner by the kitchen, when the power went out, causing the bunker's red emergency lights to come on.

Nice touch, you thought.

You heard his voice echo through the hall, signaling that he was coming to find you. Your adrenaline was pumping. Not out of fear, you knew Dean would never hurt you, but out of anticipation for what would happen when he found you.

You slipped into kitchen looking for a spot to hide. Unsatisfied with the spots, you head to the library. You hid in the far corner behind one of the shelves and waited. You listened for his footsteps but heard nothing, years of hunting had trained him to be light on his feet. When you finally heard his voice call your name he was much closer than you expected. He purposefully stepped heavy coming up the stairs from the War Room, his boots thudding against the stone.

You took the opportunity to dart out the door in the back of the library. The bookcase blocked you from his view, but he definitely heard the door shut. You bolted down the back hall, heart pounding as you rounded the corner just as the door opened behind you.

Quietly you slipped into one of the bedrooms and hid under the bed. You listened until his footsteps passed the door and went down the hall. Crawling out from your hiding spot, you checked to make sure the hall was empty before sprinting the opposite direction.

As you ran past the next hall you saw him rounding the other end. You picked up the pace, knowing he had seen you. You turned the next corner and stopped, pressing your back against the cool tile wall to catch your breath. When you decided the coast was clear you went to move to the next hall, when an arm wrapped around your middle, you back pinned to his chest.

You tried to wriggle from his grasp just making it free when you stumbled. You caught yourself, but his hand caught your ankle dragging you across the polished concrete floor and pulling you under him.

He rolled you over and you came face to face with the black eyes and long mouth of the mask, illuminated by the red glow of the lights. This was the first time you had actually seen him in the mask and it was even hotter than you imagined. When he pinned your hands above your head you knew you weren't getting away.

"Gotcha," he growled.

"What are you going to do with me now?" you said through panting breaths, partially from running, partially from how incredibly turned on you were right now.

"You'll have to find out," he responded before using one hand to pull his belt from his jean and loop it around your wrists.

Ok that was hot.

When your hands were secured, he stood up scooping you up off the floor and tossing you over his shoulder, delivering a quick smack to your ass before walking toward your shared bedroom. It wasn't often that he manhandled you like this and you were loving every second of it.

When you got to the bedroom, he tossed you onto the bed and straddled your legs. He hooked two fingers into the belt around your wrists.

"You want this to stay on?" he asked.

You nodded eagerly. Even being dominant and aggressive, he never wanted to push you limits, solely focused on giving you what you wanted.

"Stay," he ordered, getting up from the bed to strip down to his boxers, leaving the mask in place.

You watched him with lust blown eyes, your chest still rising and falling rapidly as you admired his body. He moved to the end of the bed, grabbing your ankle and pulling you to the end. Your underwear was pulled down your legs and tossed over his shoulder. He wrapped you legs around his hips and you could feel his clothed erection. You moaned grinding down on him until his arm crossed you hips, holding you still.

He ran two finger through your slick. '"So wet for me. Is this just from me chasing you?"

You nodded again.

He lowered to his knee, his masked face coming level with your dripping cunt. Two of his fingers dipped into you, immediately curling into the spot that made your back arch and your knees weak. Your head fell back letting the pleasure wash over you.

From the box under the bed, he pulled out your vibrator. He planned to torture you tonight.

"Don't cum until I'm inside you. Do you understand me?" he said turning the toy to the lowest setting and pressing it to your clit.

"Yes," you moaned, hands gripping the sheet above your head. You didn't know how long you were going to last. You were already on the edge of release and he had hardly touched you yet.

As you got close he removed the vibrator, running his hand up your thighs and squeezing your hips to sooth you. You whined and looked at him between you legs. You tried to give him your best puppy eyes, but you couldn't see his expression. You only were met with the blank stare of the mask and the vibrations returning to your sensitive cunt.

He continued teasing you, edging you another four or five times. You hated it and loved it at the same time. It amazed you how he knew exactly where to keep you on edge, or at least it would amaze you, if there was a single part of your brain that could think straight.

"Dean," you whined again, desperate for release.

"Beg for it," he responded sternly, fingers dipping inside you again.

"Please, fuck me." You squirmed, you didn't know if you wanted to get away from he sensation or fuck yourself on his fingers.

He sped up his motions and leaned over you body until he was face to face with you. You could just barely see his eyes, but you knew he was watching you fall into ecstasy.

"Please," you begged.

He removed his fingers and dropped his boxers. His cock was thick and dripping precum, edging you had teased him almost equally as much. He pulled your hips even closer to the edge of the bed and hooked your shaking legs over his shoulders. His hands gripped your hips firmly as he slid into you, filling you completely.

He watched your face as your head fell back in pleasure, a loud moan escaping your lips.

"That's my girl," he praised, running his hands up and down your sides, desperately trying to keep himself together.

He started thrusting into you, slow, but so deep you could hardly take it.

"Look at me," he said, his hand came up to circle around your throat to put your attention back on him.

Your eyes opened to watch as he fucked you. You could see a blush of exertion creeping down his neck from under the mask. He gently added pressure to the sides of your throat as the speed of his hips increased.

Your hands reached for him as you got closer to falling apart. Noticing how close you were, he started to circle your clit with his thumb. You came with cry of his name, your hand gripping his forearm, his hand loosening from your throat, causing you to feel almost high.

He planted his hand beside your head as his hips stuttered and he came with a deep moan. You both stilled for a few minutes, panting and trying to regain your bearings.

After a moment, he gently pulled out to go get a towel to clean up your combined mess. You squirmed from the sensitivity as he wiped you down. He whispered an apology before tossing the rag and undoing the belt from your wrists.

Finally removing the mask, he ran a hand down his face and smiled down at you. It was funny to see him have that boyish grin after playing the sexy, dangerous slasher for the past hour. He lifted you up to place you at the top of the bed against the pillows.

"That was awesome," he said, laying down beside you and wrapping you in his arms.

"Yeah it was, I fucking love you." You laughed and buried your head in his neck.

"I love you too sweetheart, and I love that I can do things like this with you."

You nodded in agreement before you started to feel how worn out you were.

Both of you were exhausted from your activities and quickly fell asleep, deciding to take a nap before settling down for a night of Halloween movies and junk food.

[reallyunluckyrunaway]

❤️❤️ THIS ❤️❤️😤🙏

[letsdropdeaduniverse]

[cheynovak]

Sleeping beauty

Characters: Dean Winchester x Y/N Female character     

Summary: REQUEST: Dean sees Y/N sleeping, in his bed, in his shirt and it drives him insane. The heat he feels rushing through his veins. And it's all because she looks so good while sleeping. He just can't keep his hands to himself.

Warnings: 18+ Explicit, Somno, mastrubating, unprotected P in V, slight dominance, ...

English is not my first language 

*This story is my own original story, please do not copy my work, reblog/comments/likes are appreciated* 

Dean pushed open the heavy metal door of the bunker with a quiet grunt, his entire body aching from the hunt. The long drive back had done nothing to ease the tension in his muscles, and the only thing on his mind was crashing in his bed.

Dean pushed open the heavy metal door of the bunker with a quiet grunt, his entire body aching from the hunt. The long drive back had done nothing to ease the tension in his muscles, and the only thing on his mind was crashing in his bed.

It was late—really late. The dim lights of the bunker cast a soft, familiar glow over the stone walls, offering a kind of comfort he rarely admitted to feeling.

The hunt had been brutal, but it was over. For now, at least. He ran a hand through his tousled hair, feeling the grit of the day clinging to him like a second skin.

All he wanted was to crawl under his sheets and sleep for as long as his mind would allow, which wasn’t ever as long as he hoped.

Kicking off his boots near the war room, planning on taking a quick shower, just to clean up before going to bed. Or that was what he thought he'd do. He padded silently down the hall toward his room.

As he got closer, a sense of something different hit him—something warm, something familiar. The door to his room was slightly open, a thin warm light spilling into the hallway from the bedside lamp.

Dean's brow furrowed in confusion, but the weariness in his body kept him from thinking too much about it.Pushing the door open, he froze in the doorway.

There, nestled in the middle of his bed, lay Y/N.

She was on her side, facing away from him, curled up in the middle of his bed like she belonged there.

The soft fabric of his worn, oversized flannel shirt draped loosely over her body, the sleeves bunched around her hands.

The sheets were tangled between her legs, one knee tucked up and the other stretched out, the thin blanket doing little to hide her body. Her hair spilled across the pillow, framing her peaceful face.

Her hip and ass showing over the sheets since she wore little to nothing except a pair of panties, Oh god... what is she doing to me!

Dean couldn’t move. Couldn’t speak. His eyes glued on her body. A part of him was surprised, but another part—one he rarely allowed to surface—felt like this was right. Like seeing her here was what he needed after a hunt like that.

After a life like this. Come home, find her naked or nearly naked in bed, fuck her till he find sleep himself.

His gaze lingered on her for a moment longer. Before he silently took his fresh shirt and boxers to go shower. While he closed the door behind him softly he kept looking not to wake her.

His mind spiralled in the shower. Why was she there? Did she miss him or maybe her own hunt was shitty and she needed him?

But all he could think of was her curves, how her ass lifted in the air, calling his name. Dean's cock was throbbing, his hand moved instinctively to it, making the release quick and hard.

But the second he turned the shower off, thanks to his own vivid imagination, he was hard again.

He walked back to his room, half expecting Y/N to be gone. But no... she was still there, in the same position.

The soft rise and fall of her breath was the only sound in the room, the quiet rhythm calming something deep inside of him. She looked peaceful, completely at ease. It was such a stark contrast to the usual chaos of their lives. And she was in his bed, wearing his shirt.

She turned a little more, showing herself a little better. Dean’s lips quirked up into the faintest hint of a smile. She is asking for it.

He stepped forward quietly, not wanting to disturb her, and sat on the edge of the bed. The mattress dipped slightly beneath his weight, but Y/N only stirred for a second before settling back into her dreams.

She looked so small wrapped in his clothes, the shirt swallowing her frame, and the sight did something to his heart (and cock) he couldn’t quite explain.

For a while, Dean just watched her sleep. His eyes traced the soft lines of her face, the way her lashes brushed her cheeks, how her lips parted slightly with each breath. Hands hovering over her curves wanting to touch her skin.

He didn’t know how long he sat there, just soaking in the moment, but for once, there was no urgency. No looming threat, no ticking clock. Just her, and the quiet sound of their breathing. Unless he counted his erection as a ticking time bomb...

They often enough had a quick fuck during or after a hunt. Just to release stress, this wasn’t different, all though he tried to ignore the sensation his cock was giving him. Just releasing stress.

He leaned back slightly, his hand coming so close to touch her. The warmth of her skin was a stark contrast to the coolness of the room, and he found himself wondering again how she’d ended up here.

Did she miss him while he was gone? Had she come looking for comfort in his absence? Or was she desperately looking for sex. That wouldn't be a first.

They shared a bed... couch... car... They settled boundaries before. And this was something he knew she'd be into.

His hand now warm on her hip made her lean closer to him, showing him a little more.

His flannel hung loosely off her shoulder, exposing the smooth skin of her collarbone, seeing how she was naked under his shirt.

Fuck! Dean had to fight the urge to reach out, to touch her, to pull her close, to knead and feel her breasts, feel how her soft nipple hardened with his touch.

Instead, he let out a soft sigh and ran a hand down her leg.

Carefully, not to wake her, Dean turned beside her on the bed, The mattress shifted slightly, and Y/N stirred again, her brow furrowing for a moment before she relaxed once more. Dean turned on his side, facing her, his head resting on the pillow just inches from hers.

But he couldn't stop himself. His hand moved slowly, his fingers brushing a strand of hair from her face, tucking it gently behind her ear. The touch was so light, so careful, as if he was afraid of shattering the calm of the moment.

His fingers moved over her collarbone to her breast softly kneading her flesh.

As if sensing his presence even in her sleep, Y/N shifted closer to him. Her body instinctively pressed into his, her ass moving against his hips.

Dean’s breath hitched at the contact, the feel of her so close sending a warmth through him. Fuck he needed her!

She mumbled something incoherent in her sleep, her fingers curling slightly into the fabric of his sheets. Dean chuckled softly under his breath, a rare sound in the stillness of the room.

“You always steal my shirts.” he whispered, even though he knew she wouldn’t hear him. His voice was rough with exhaustion and need but soft, the kind of tone he only used when it was just the two of them.

"This time you'll need to pay for it princess." He whispered while his hand dipped between her legs. Unknowingly she let him, moving her leg a little higher. "Fuck you're so wet already... did you...?" his voice broke off.

Would she? The idea of her playing with herself in his bed, in his flanel drove him insane. Her breath became deeper while his fingers played with her. Drawing slow easy circles on her clit.

He tugged her panties aside, before he freed his throbbing dick from his boxers. No longer able to wait, he rubbed himself against her wet core. The feeling almost enough to come then and there.

Seeing how her panties get wet with their movement.

A soft moan escaped her mouth, "D-Dean?" her voice sounded sleepy. Her hand moved back, trying to find him, and she did, pretty easily she found the back of his head, pulling him closer.

His other arm slid under her, pulling her just a little closer, and she instinctively settled into him, her head now resting against his chest.

"Shh..." He whispered. He turned her on to her belly, granting himself more access. Her hand kneading the pillow while he adjusted himself. Pulling her panties further down. Kneading her ass, kissing her flesh.

He guided himself inside, feeling her thighten just a little by the surprise of him. Her body reacted, a soft "Mhm." escaped her mouth, not knowing weither she was fully awake or he'd just given her a great dream.

"D-Dean?" she moaned sleepy. "What are you...Oh!" He leaned in closer, thrusting all the way in "Just enjoy baby." He said before he kissed her neck. She was clearly awake now, pushing her ass up so he could thrust deeper.

His hand fisted her hair, "Do you have any fucking idea what you’re doing to me? Sleeping in my bed, halve naked."

"Mhm..."

"What did you think of when you tickled that pretty little cunt of yours." Her head lifted. He knew... but he bit playfully in her neck. to hold her down.

"I felt it... while you where sleeping, I felt how wet you where without me even touching you." A breathy "Oh." escaped her mouth.

"You wanted me to fuck your sleeping pussy didn't you."

All she could was moan in response.

"Yes..."

--

Please like, share or comment when you liked the story. If you liked this, please check out my masterlist for other stories.

Tag list:-> If you want to be added let me know what you like to read! If anyone feels like you're tagged too much, also let me know please. :)

@deans-baby-momma @soab1967 @livingdeadblondequeen @ladysparkles78 @kr804573 @nancymcl@suckitands33 @mostlymarvelgirl @globetrotter28 @jackles010378 @hobby27 @call-me-mrs-winchester @winchesterwild78 @deans-baby-momma @soab1967 @livingdeadblondequeen @ladysparkles78

[deanway-to-heaven]

Dean Winchester in every episode | S01E01 | Pilot/Woman in white

[kryp-does-random-stuff]

Tried another method of rendering but i just keep losing against my brain overthinking/overdoing all that jazz.

So, I lost my patience during the rendering of the clothes especially... thus i didn't finish that.

And you didn't notice it, clear? 😉 Ref pic:

[wandering-winchesters]

Unspoken Feelings

Summary: What started as simple, comforting snuggles between friends gradually deepens into something more

It started as something simple, something innocent. Just a couple of friends seeking comfort in each other after a particularly rough hunt. You and Dean had always been close—there was an unspoken bond between you, forged through countless battles, late-night heart-to-hearts, and a mutual understanding of the life you both led.

The first time it happened, you didn’t think much of it. You were both sitting on the couch in the bunker’s library, exhausted and battered from the latest hunt. The adrenaline had worn off, leaving behind the aches and bruises, both physical and emotional. You’d been talking about nothing in particular, just letting the words fill the space, when you suddenly found yourself leaning against Dean, your head resting on his shoulder.

To your surprise, Dean didn’t pull away. Instead, he wrapped an arm around you, pulling you a little closer, his hand resting comfortably on your arm. It was a simple, platonic gesture, one that felt natural, even necessary in that moment. The comfort of his presence, the steady rhythm of his breathing, it all made you feel safe, grounded.

“Rough night,” you murmured, your voice muffled against his shoulder.

Dean chuckled softly, the sound rumbling through his chest. “You can say that again.”

You didn’t say anything else, and neither did he. The silence between you was comfortable, familiar. You stayed like that for a while, just leaning on each other, taking solace in the fact that, for the moment, you were both okay. It was just a quiet, comforting moment shared between two friends who had seen more than their fair share of darkness.

After that night, it became a sort of unspoken tradition. Whenever the world felt too heavy, whenever the hunts took too much out of you, you’d find yourself sitting next to Dean, letting your head rest on his shoulder, his arm draped casually around you. Sometimes you’d talk, sometimes you’d just sit in silence, but the snuggles became a constant—a small, quiet escape from the chaos of your lives.

Over time, those moments became more frequent. It wasn’t just after hunts anymore. Sometimes, you’d be watching a movie, and you’d find yourself leaning into him, or you’d be sitting at the kitchen table, and he’d rest his hand on your back, just a simple touch that made you feel connected, understood.

You didn’t think much of it at first. It was just Dean—Dean who always had your back, who always knew what you needed, even before you did. But as the weeks went by, you started to notice the little things. The way your heart would skip a beat when his hand brushed against yours, the way your breath would hitch when he pulled you closer during one of your late-night snuggles, the way you found yourself craving his touch more and more.

It was confusing, this shift in your feelings, but you didn’t let yourself dwell on it. After all, it was just Dean. Your friend, your hunting partner, the one person you could always count on. And yet, something had changed. The snuggles that had once been purely platonic were beginning to feel like something more, something deeper.

You started to notice that Dean was different too. He held you a little tighter, his hand lingering on your arm or your back a little longer than before. His touches were softer, more deliberate, like he was savoring the contact. There were moments when you’d catch him looking at you, his green eyes filled with something that made your heart race, but he’d always look away before you could figure out what it was.

One night, after a particularly stressful day, you found yourself in Dean’s room. You hadn’t planned on going there, but when you passed by his door and saw the light on, your feet had carried you inside before you could think twice about it.

Dean was sitting on the edge of his bed, his shoulders slumped, clearly exhausted. He looked up when you walked in, a small, tired smile tugging at the corners of his mouth. “Can’t sleep either, huh?”

You shook your head, feeling a wave of warmth and affection for him wash over you. “No. Mind won’t shut off.”

Dean patted the space beside him, and you didn’t hesitate to sit down next to him, the familiar comfort of his presence already easing some of the tension in your chest.

Without a word, he wrapped an arm around you, pulling you close, and you rested your head against his shoulder, feeling the steady rise and fall of his breathing beneath your cheek. The quiet settled over you both, and for a while, you just sat there, letting the silence do the talking.

But tonight, something felt different. The way Dean’s hand was resting on your back, the way his thumb was gently tracing patterns on your skin—it felt more intimate, more intentional than it had before. Your heart started to race, and you couldn’t help but wonder if he was feeling it too, if he’d noticed the shift between you.

“Dean,” you whispered, your voice barely audible in the stillness of the room.

“Yeah?” he replied, his voice just as soft, almost hesitant.

You hesitated, unsure of how to put what you were feeling into words. “Do you ever… do you ever think about us? About what this is?”

Dean was quiet for a moment, and you could feel his breath hitch slightly, like he was trying to figure out how to respond. Finally, he spoke, his voice low, almost vulnerable. “Yeah, I do. More than I probably should.”

You lifted your head to look at him, your heart pounding in your chest. His expression was serious, his green eyes searching yours like he was looking for something, anything, to tell him what you were thinking.

“What if…” you began, your voice trembling slightly. “What if this is something more? What if it’s not just… comfort?”

Dean’s gaze softened, and he reached up to cup your cheek, his thumb brushing gently over your skin. “I think… I think maybe it’s always been something more,” he admitted, his voice rough with emotion. “I just didn’t want to mess things up by saying it out loud.”

Your breath caught in your throat, and you felt a rush of warmth spread through you at his words. All the little moments, the touches, the way he held you close—it all made sense now.

“So, what do we do now?” you asked, your voice barely more than a whisper.

Dean’s thumb continued to stroke your cheek, his touch so tender it made your heart ache. “We figure it out,” he said softly. “Together. One step at a time. If… if that’s what you want.”

You nodded, leaning into his touch, your eyes never leaving his. “It is, Dean. It really is.”

A slow, relieved smile spread across his face, and he leaned in, pressing his forehead against yours. “Good,” he murmured. “Because I’m all in, Y/N. I want this, with you.”

And with that, the distance between you disappeared. Dean’s lips met yours in a gentle, lingering kiss that was filled with all the emotions you’d both been holding back for so long. It was soft, tentative, but it spoke of promises and possibilities, of something real and deep and lasting.

When you finally pulled back, you were both breathless, your foreheads still resting together, the world outside fading away.

“So, I guess our snuggles aren’t so platonic anymore,” you teased, a smile tugging at your lips.

Dean chuckled softly, his thumb brushing over your lips. “No, I guess not. But I’m okay with that.”

“Me too,” you whispered, your heart full as you wrapped your arms around him, pulling him close once more.

And as you settled back into his embrace, the line between friendship and something more blurred completely, leaving behind only the warmth of his arms around you, the steady beat of his heart beneath your cheek, and the certainty that whatever came next, you’d face it together.

Taglist: @roseblue373 @jc-winchester @hobby27 @mishreem

[fun-kyto-wn]

I burned so long so quiet

You must have wondered if I loved you back

I did,

I did,

I do.

[haircurlscas]

and though i burn, how could i fall

when i am lifted by every word you say to me?

[lamiasage]

Men's

[HQ download and drawing process on my Patreon here!]