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luci-in-trenchcoats · 3 days ago

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Man, I still love this fic so much! 🥹 Nothing quite like wearing a guy's clothes, am I right, especially these fellas! I love all of these but that Beau one is...🤯 Where do I get one of those sweaters? 😂

Headcanon: Wearing His Clothes

Pairings: Dean Winchester x F. Reader, Beau Arlen x F. Reader, Soldier Boy/Ben x F. Reader

AN: I haven't done one of these in a while! This one was requested by the lovely @luci-in-trenchcoats. 💜

Tags/Warnings: 18+ only. Fluff, spiciness/implied smut

Headcanon: How Dean, Beau, and Soldier Boy (Ben) would react to you (getting caught) wearing his clothes.

Dean Winchester

Ugh, what a cocky SOB. 😆 (And yet, not the cockiest of them all.)

You've been doing it for weeks now, without comment from him.

But every time he sees you in one of his undershirts, getting ready for bed, it's always accompanied by a little once-over. A curve of his lips. A smirk, if you will.

He likes the look of you.

He likes that you're his.

And he likes the fact that you feel comfortable enough to steal his clothes.

He also likes welcoming you into bed next to him, with a hand running up your back, or venturing under whatever undershirt you've decided to slip on to feel the warmth of your skin.

"'S this mine?" he asks. You give him a quirking smile.

"You know it is," you say, with playful challenge.

Dean accepts that with a hum and leans in for a kiss as payment.

Sometimes that one stolen kiss leads to another, simmering with heat. And he’ll take great pleasure in taking back his shirt, casting it to the floor and rolling you underneath him on the bed.

But it doesn't stop at his undershirts. You steal his plaid ones if you want something to comfortably drown in when you're doing research, or just lounging in the bunker. The material is soft from several hundred washes. (The red and black one is one of your favorites.)

Rare though it is for him to wear hoodies, it's rarer still, because Dean can never even find one in his side of the dresser.

That's because you're keeping it hostage on your side, buried under your lingerie. (Even if he tried to find the hoodie, odds are he’ll get distracted.)

It gets to the point where he can hardly find anything of his.

His brows furrow as he rucks through his drawers for something clean to wear, while clad in only his most threadbare sweatpants.

"Damn it, woman. Where are my shirts?" he grouses.

You bite your lip and pretend to keep reading your book. You're already safe in bed, covered up to your chest by the blankets.

"I don't know. Have you done your laundry?" you ask, smiling to yourself. Dean catches you, with a suspicious brow raise.

He climbs into bed and snatches the covers away from you. You yelp at the suddenness and try to grab at them, but it's too late.

He discovers that you're wearing one of his newer shirts, which he had to buy to replace the ones he just can't seem to find.

"Are you kidding me? This is Theft in the First goddamn Degree!" he exclaims, even though he's close to laughing at the way you're already giggling. He manages to pin you underneath him on the bed, and he has half a mind to take this shirt back as well, by whatever means necessary.

And yes, tickling is one of those means.

"Sweetheart, for the love of God. Why do you keep taking my shit?" he asks, in a way that's half-serious in his frustration, but also half-teasing.

You shrug shamelessly, still smiling. You run your hands up his bare arms and shoulders, and back down his chest.

"I don't know. It's comfortable," you say. But your eyes lower as your face begins to warm with a blush. "Makes me feel safe...like you're always with me."

At that, the tension in Dean's shoulders eases. His smile can't help but soften around the edges as he looks down on you, now with fondness. After a while, he lets out a deep sigh.

"All right," he says.

You grin, because you know he's given up. You lean up for a kiss that successfully distracts him.

Dean still gets annoyed sometimes when he can't find a specific item of clothing in his drawer, but now, all he has to do is go over to your side of the dresser.

There he knows he'll eventually find what he's looking for.

Beau Arlen

Heh, in this episode of “Whose Hat is it Anyway”...

Beau's wardrobe reminds you of a cowboy in modern times.

Lots of browns and beiges, lots of slacks and buttoned-down shirts tucked in with an army of belts to choose from (even though the man only owns a few pairs of boots). Not to mention a slew of jackets that often pull the look together.

But being that he's new to Montana (specifically, Montana winters), you like to buy him sweaters. Cable-knits and soft ones in earth tones that you think bring out his eyes.

Beau accepts whatever you get him and graciously wears them. He trusts your judgment on what looks good on him, and he appreciates the way you think of him.

It's just one of those ways, however small, that you show that you care and that you're looking out for him.

One night while he's working late, however, you find yourself trying to reorganize the closet. The man is "organized chaos" at best, and you find one of his sweaters on the floor. It's a nice burgundy one that you bought him recently.

Ooh, so soft, you think, while feeling the fabric between your fingers.

You don't know what possesses you, but you decide to slip out of your pajamas and try it on yourself.

SO damn soft, you realize, as you practically drown in the sweater. It hangs about to mid-thigh.

Then you see one of his beige Stetsons hanging on the wall. A sneaking smile curves your lips, before you slip on his hat.

To complete the ensemble, you dig into the recesses of your closet and find a pair of your old cowboy boots. You go out into the bedroom and check yourself out in the mirror with a growing smirk.

"Hey there, darlin'," you try to impersonate your boyfriend's subtle Texan twang, and even his mannerisms by winking at yourself, tipping the hat forward.

You giggle at your own silliness in this moment, but alone in your own house, who freakin' cares? You should feel free to dance naked through the whole damn place if you feel like it.

So you spin on your heel and do a little twirl in your boots.

"Who's the sheriff now, huh?" You mime a pair of guns with your hands and shoot at your reflection. "Psh, psh!"

But that's when you catch sight of one Beau Arlen, leaning against the bedroom doorway with his arms crossed. An amused grin is plastered to his face.

You freeze in shock, still with your "gun hands" held up.

"Oh, don't stop the show on my account," Beau says slyly. He gestures at you. "Please, continue."

Your hot blush spreads from your cheeks and quickly begins to travel down your neck. "Uh...I was just...you know, cleaning the closet. You're very messy, you know!"

Beau snorts and draws closer. Those green eyes of his take in the full sight of you, down your bare thighs and cowboy boots, and back up to your embarrassed face. You bite your bottom lip on reflex.

"You know, I like what you got goin' on here," he says, waving a hand down your form. "But it's just...it's missing something."

He takes his badge with the gold star off his belt and pins it to your sweater.

"There you go. Perfect fit," he says, even as his hand slides up the slope of your back. You find yourself pulled further into his orbit as you try (and fail) to stamp down a smile.

"You're late, you know," you remind him. Beau bows his head and presses a kiss into your neck. You feel his smirk there.

"I'm sorry, Sheriff. Gonna arrest me, or let me off with a warning?" he teases. His other hand comes up to adjust the hat on your head. You smirk and cling to his arms over his dark brown jacket. It's one of his nicer ones.

"I think I can let you off," you play along. You lean up to skim your lips across his cheek, and closer to his ear. "But only for good behavior."

He has to chuckle then. "I can accept those terms..."

Beau's hands slip under your stolen sweater and begin to slide it up your body, inch by inch.

"Though I'm gonna need you to keep the boots on," he says lowly, just before he claims you with a searing kiss.

Soldier Boy (Ben)

Oh, here we go. 😅

As with most things, it's a point of pride for Ben.

He'd prefer you be too fucked out to move, let alone put on clothes after he's finished with you.

On the rare occasion that your body doesn't feel too much like warm molasses after a few hot rounds with your boyfriend, you like to at least grab one of his discarded shirts to cover yourself.

If he still has energy, he'll take that as a challenge. He'll try to slip his hands underneath whatever shirt you've found and divest you of it, so he can start devouring you again.

However. Ben does like seeing you in his clothes, in a possessive, claiming way.

There are days when you just want to be swallowed up in one of his large, comfortable shirts as you lounge about the house.

Ben sometimes watches you putter around, cleaning, working, cooking, reading, or watching TV in nothing but his clothes. He wonders if you're even wearing panties. You could be bare faced with a severe case of bed head, but his eyes will still occasionally follow you.

His expression doesn't reveal too much, but he likes it. (And because you know him, you know it too.)

Maybe he'll catch you as you pass by, hooking an arm around your waist and pulling you flush against him. You startle with a yelp, but then you grab onto his arms and smile.

"Can I help you, sir?" you tease.

"Think you can just walk by me, looking sexy as fuck?" he remarks. He steals a slow, thorough kiss. You cup his face and bring him back in for more, tenderly stroking his cheek.

"You know why I like wearing your stuff?" you ask. Your smile hints at teasing.

Ben arches a brow. "Why?"

"Because it keeps you looking," you reply. And you reach a hand around to slap his ass, for good measure.

Then you saunter away from him to get back to what you were doing.

Or at least, you try to.

Ben grabs your hand and pulls you back towards him, back into the cage of his arms, where he falls back into the trap you've so often laid. And he finishes what you started.

AN: Well, then. 😂 I hope you guys enjoy this! Who had your favorite reaction: Dean, Beau, or Ben? 😘

Dean Winchester Imagines

Dean Winchester Masterlist

Big Sky Masterlist

Soldier Boy Masterlist

Main Masterlist

Dean, Beau + Soldier Boy Tag List (Part 1)

@melancholictearz @spnwoman @sleepyqueerenergy @wayward-lost-and-never-found @thewritersaddictions

@samanddeaninatrenchcoat @rizlowwritessortof @anticxrrupt @adoringanakin @theonlymaninthesky

@teehxk @midnightmadwoman @agalliasi @venicesem @deans-spinster-witch

@chriszgirl92 @lyarr24 @ladysparkles78 @solariklees @deansbbyx

@mimaria420 @candy-coated-misery0731 @curlycarley @sarahgracej @bagpussjocken

@deanfreakingwinchester @skyesthebomb @this-is-me19 @kazsrm67 @letheatheodore

@agothwithheavysetmakeup @jacklesbrainworms @foxyjwls007 @wincastifer @emily-winchester

@tearsfortheyouth @solo-pitstop-vibes @dope-trope-105 @liuope @beautyvaliant

@xxlaynaxx @beskarfilms @tmb510 @iamsapphine @roseblue373

@lacilou @jackles010378 @waywardxwords @waynes-multiverse

#fic recs #soldier boy x reader #beau arlen x reader #dean winchester x reader

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welikeimagines-andfandoms · 3 days ago

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Dean Winchester and #8 please

Woman- Dean Winchester x Reader

Summary: Dean can’t believe he’s found the perfect woman

Dean wouldn’t help but freeze in place as he strolled into the kitchen. There you stood, in his Zeppelin top, making him bacon, while you jammed out to AC/DC. He couldn’t understand how he got so lucky to have woman who looked after him so much, yet rein him in too.

“You keep staring at me and I might have to charge yah,” you smirk as your eyes stay on the bacon.

Dean couldn’t help let out a little laugh at your teasing, and came up behind you, wrapping his strong arms around your waist.

“Can’t help but stare when my girls lookin’ so good and cooking me a delicious breakfast,” he groggily mumbled against your neck.

“Well I mean it’s technically lunch, you had a big sleep in, old man. I already went on a run with Sammy and did some research with Cas.”

“Mmhmmm, sexy and smart. How’d I get so lucky?”

“I could say the same thing, handsome.”

Dean began kissing your neck as that warm, loving feeling washed through him, but as his hand made it’s way down to your ass, memories of last night came back.

“You know, I don’t think I tired you out enough last night, baby,” he seductively whispered against your neck, as he began to leave hot kisses all over.

“Well maybe you’ll just have to try harder after lunch then,” you challenged back.

Craning your neck back, you look into his green eyes with a cheeky grin, as you lean in and kiss him sweetly.

#Dean Winchester #Dean Winchester imagine #Dean Winchester x reader #supernatural #supernatural imagine #spn #spn imagine

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wandering-winchesters · 21 hours ago

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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 @jollyhunter

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a1ecmcdowell · 3 days ago

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( -_•)╦̵̵̿╤─ ㅤ ─ ㅤ- ㅤ the gun goes off. ( d.w ) ³

cw. pre-established relationship. unhinged!dean. sweet!reader. graphic depictions of blood & death. mentions of child abuse.

no one ever tell me i dont finish stuff i finished this in 2 days !1!! sry if the conclusion is crazy bonkers i thought of it while manic. LMAOSKJ ALSO SORRY ITS RUSHED. IM JUST A GIRL.

THEY SHOULDN'T HAVE looked at you. their eyes beady and cruel, their mouths curling and snarled. they were going to hurt you; he'd never forgive himself if he let them get away with it. he wouldn't.

so it was reckless, this time. he didn't have his knife, left it back at home ─ he usually never started the slaughter until you were tucked into bed, and the screams blended in with the nighttime darkness. so already he was agitated, worked up more than he should have been. this was out of routine. this was desperate.

he hated the werewolves. they took longer to take down, you know? fought back. vampires went easy, their blood coated all over his skin, fell quick and hard.

it was date night. took you somewhere sweet, a little more high-end than usual. wanted you to know that he cared, even though you knew, of course you did, but what was a little more showing of it? what could it hurt to get to spoil you a little more, when he could?

you were in this little black dress. no wonder it drew attention. he thought it'd be vampires, maybe, was already on the lookout for their piercing gazes locked onto the exposed curve of your neck. but it's always what dean doesn't expect that ends up being the problem. like blood stained pink on his hands, or your dainty fingers rummaging in places they shouldn't.

he'd gotten a little carried away this time. he was agitated, alright? he was... he was scrounging for excuses for his behavior, but they wouldn't come, because there you were.

you'd gotten up to go to the restroom. gave him a couple of minutes. he'd followed one of the waiters into the kitchen, the one with the salivating mouth and the sharp canines, a steak knife clutched in his fist.

by the time he'd realized where he was again, and what happened, the cooks were already scrambling. had to take care of that, too, didn't he? couldn't leave room for mistakes. dean had made enough already.

he's content, in a way, to kill the whole staff one by one. one wolf in sheep's clothing meant that someone had to know, or they were all in on it, and that made them guilty too. today was judgement day, dean was the executioner.

of course, when the door swings open again, it's not a member of staff, it's you.

you, looking so shocked that the knife immediately falls from his grip, like that'll lessen the intensity of what you see. like his suit, your favorite on him, isn't splattered with crimson. like his hands weren't dripping with it, splotches on his lips. like the room wasn't painted red, and their waitress wasn't torn apart at his feet, and the cooks were in various states of muddle.

"sweetheart," dean breathes, like the room might shatter if he talks too loudly, like you might. his sweet, sweet girl. you'd understand, wouldn't you? you'd pull him into your chest and tell him it's okay, and that you get it... "sweet girl, c'mon, eyes on me."

but you don't move. not even an inch. your eyes are locked on your waiter, and he thinks, maybe you knew. maybe you knew, because you were so, so smart, that he was a monster.

"they would have hurt you." his mouth moves for him, making the choices to speak when he couldn't vocalize a single word. "they were... they're monsters, baby, you get that, right?"

of course you wouldn't, though. of course not. he's already formulating the story that he grew up on. monsters were real, in between his father's punches to the cheekbone. you are a one of them, dean.

he wasn't. no, dean wasn't. everything else was. he'd killed his dad the second that sammy moved out. if dean was a monster, than so was the man who created him. plus, dean never liked how john winchester looked at him. like he was some kind of fucking feral animal, bound to lash out at any moment. he wondered sometimes if john was scared, or if it was just catering to his expectations, what dean did.

always a good soldier. always what dad wanted him to be.

"you did this?" you ask, and your voice is shaking. he's a monster, he can say it now, because look at how you're looking at him. anyone would think the worst of themselves with that devastated fear burning into them.

dean doesn't have words. he feels like he's going to crawl out of his own skin and deposit it with the rest of the gore on the tiled floor. all he does is collapse onto his knees into a pool of blood. "they were going to hurt you," he repeats, like maybe if he says it enough, it'll stick, and you'll hold him. please, god, hold him.

"i'd never hurt you, honey, i'm─" he runs a bloodied hand through his mussed strands of hair, "i'm trying to protect you."

it's all starting to sink in now. monsters weren't real. his dad's cruel words manifested into this sick, snarling image in his head that came out whenever his safety net felt threatened. they weren't real; not unless you counted him, anyways. he was a monster. he'd put that terror into your eyes.

your eyes narrow in on him, the fear morphing into something cruel. it looks so foreign on your face; twisted lips, knitted eyebrows, squinting, dark eyes. hell, dean might have found it pretty, mesmerizing, if it didn't look so similar to─

"you figured it out, didn't you?" you ask, and in a second, your eyes shift again, into that soft, terrified expression that he can't stand. can't. he'll collapse to his knees any moment.

"i never meant to..." he feels the need to confess to all of his sins, to you. his baby. his precious, sweet baby. he never meant to become this, never meant to, in turn, become something unworthy of your love, all for things that... "this isn't real."

your eyebrows bounce. "what's not real?" you take a step, callously walking around and dodging the bodies littered on the ground, until you're right above him. you look so beautiful like this. dean wants to worship you. dean wants to wrap his arms around your middle and plead for forgiveness. "this is all very real, dean. you've made quite a mess of yourself."

he hates the words coming out of your mouth. hates that this part is real. he did this. but what he hates more is how cold you sound. this was not his sweet girl.

your lips bounce, a little attempt at a smile on your calculating face. "you reek of death and destruction, dean winchester. you always have." your hand comes up to trace your knuckle lightly down dean's cheekbone. "that is why i chose you, my sweet angel."

angel.

dean had never been called that in his life. it sounds so condescending in your mouth, like it doesn't quite fit, either, when it came to talking about him. his eyebrows furrow, and he can't stop looking at you, trying to figure out what, exactly, the shift in your demeanor was.

"i cannot wait," you say, a bright, genuine grin tugging onto your mouth now ─ he loves those dimples, wishes to live in them, "to make a mess of you."

dean opens his mouth to question it, confusion wrapped tightly around his tongue and pulled tight, silencing him. your eyes flash black, fully black, unnatural and cruel and inhuman, and he barely has a moment to process it, to understand how wrong he'd been, before the world went black, too.

. . . tags.

@whyyouegg @sthefferrete @cevansbaby-dove @titsout4jackles @cosmicanakin

@bluestrd @ultravi0lence14 @mccartneyqp @poughkeepsie99 @depressionbarbie2023

@im-bili @ariasong11 @chevroletdean @angelblqde @ostaramoon

@deansbite @lyarr24 @psyches-reid @reynas13 @momoewn

@deanswidow @jasvtsc @figthoughts @beausling @frosttbitessam

@aileenunfiltered

#──★ dahlia's jrnl #dean winchester #dean winchester one shot #dean winchester drabble #dean winchester imagine #dean winchester x reader #dean winchester x you #supernatural #spn #supernatural drabble #spn drabble

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wolvietxt · 3 days ago

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ᰔ open arms !

↳ sam winchester x reader

it wasn’t that you didn’t feel things - you did. you just had years of practice keeping everything under control. life as a hunter didn’t exactly leave much room for emotional outbursts. when monsters were tearing through towns and lives were on the line, feelings had to take a back seat. the job came first, always.

sam had noticed it about you from the moment you joined him and dean. you were quiet, methodical, and calm in a way that bordered on eerie. even when you got hurt - a gash on your arm, a dislocated shoulder, or a nasty bruise - your reaction was always the same: a small wince followed by a flat, almost dismissive ouch before you patched yourself up and moved on. it wasn’t that you were unfriendly, just… hard to read. sam wasn’t used to people who didn’t wear their emotions on their sleeve, especially after spending his whole life with dean.

but that didn’t stop him from caring about you. in fact, it made him care more. he wanted to understand you, to know what went on behind your exterior. he could tell there was more to you, even if you didn’t let it show.

this week, though, sam could see the cracks starting to form. it had been a string of bad hunts, one after another, with barely enough time to breathe in between. you’d been thrown into a wall during the first one, narrowly avoiding a worse injury. then there was the nest of vamps that almost got the drop on you before sam stepped in. the worst, though, had been the spirit - a vengeful one that got under your skin in ways none of the others had. it had dragged up something personal, something you hadn’t shared with anyone. sam didn’t know what it was, but he’d seen the haunted look in your eyes when it taunted you, and it hadn’t gone away since.

“you okay?” sam asked for what felt like the tenth time that week. he was standing in the doorway to your room in the bunker, watching as you packed up your gear for the next hunt.

“i’m fine,” you said, your tone as flat as ever.

sam frowned. he leaned against the doorframe, crossing his arms. “you sure? you’ve been kind of quiet lately. more than usual, i mean.”

you paused for a fraction of a second before zipping your duffel shut. “i said i’m fine, sam.”

he didn’t push, but he didn’t leave, either. “all right,” he said finally, his voice soft. “but if you ever want to talk… you know i’m here, right?”

you didn’t answer, just slung your bag over your shoulder and walked past him.

it all came to a head three days later. the hunt had gone sideways, as they so often did. the werewolf you’d been tracking turned out to have a partner, and things had gotten messy. dean had taken a nasty hit to the ribs, and you’d ended up pinned under the second werewolf before sam managed to kill it. by the time you made it back to the bunker, everyone was bruised, battered, and dead on their feet.

sam was the first to notice something was wrong. while dean grumbled his way to the kitchen for a beer, you stood frozen in the middle of the war room, your hands clenched into fists at your sides. sam’s brow furrowed as he stepped closer, his voice gentle.

“hey. you okay?”

that was all it took. the question, so simple and so sincere, broke something inside you. your shoulders sagged, and before you could stop them, tears started streaming down your face. you turned away, trying to hide it, but sam was already there, his hand resting lightly on your arm.

“y/n,” he said softly, his voice filled with concern. “what’s wrong?”

“i’m fine,” you said automatically, but the words cracked and faltered as more tears fell. you shook your head, biting your lip to try and keep yourself together, but it was no use.

sam didn’t say anything, just guided you to the couch and sat you down. he crouched in front of you, his hands resting gently on your knees as he looked up at you, his hazel eyes warm and steady.

“it’s okay,” he said quietly. “whatever it is, it’s okay. you don’t have to hold it all in.”

that was when it all came spilling out. the frustration, the exhaustion, the guilt - everything you’d been bottling up for weeks, maybe months. you told him about how the hunts were starting to weigh on you, how you felt like you were always one step away from failing, from losing someone you cared about. you told him about the spirit and the things it had said, how it had dredged up memories you’d spent years trying to bury.

sam listened to it all without interrupting, his expression soft and understanding. when you finally ran out of words, he reached up and gently wiped a tear from your cheek with his thumb.

“you’ve been carrying all of that by yourself?” he asked, his voice filled with quiet disbelief.

you shrugged, looking down at your hands. “it’s my job. it’s what we do.”

“you don’t have to do it alone,” sam said firmly. “you’ve got me. you’ve got dean. we’re a team, y/n. you don’t have to keep everything bottled up.”

his words hit you harder than you expected, and fresh tears welled up in your eyes. before you could stop yourself, you reached out, gripping the front of his shirt like it was the only thing keeping you grounded. sam didn’t hesitate. he wrapped his arms around you, pulling you into a tight, comforting hug. his chin rested lightly on top of your head, and he murmured soothing words into your hair.

“you’re not alone, sweetheart,” he said again, his voice steady and reassuring. “i’ve got you.”

for the first time in a long time, you let yourself believe it. you let yourself sink into sam’s embrace, his warmth and strength a balm to your frayed nerves. his hands moved in slow, comforting patterns across your back, and you felt the tension in your body start to ease, bit by bit.

“thanks, sam,” you whispered, your voice muffled against his chest.

“anytime,” he replied, holding you a little tighter. “i mean it, y/n. anytime you need me, i’ll be here.”

and for the first time in what felt like forever, you let yourself believe that, too.

ᰔ sam winchester : @person-005, @iloveeveryoneyoureamazing

taglist form linked in pinned post :3

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embarrassingmf · 2 days ago

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clingy | D.W

PAIRING: dean winchester x werewolf!reader

SUMMARY: ever since you came along, dean hasn’t had a moment of privacy. not that he minds of course.

WORD COUNT: 558.

WARNINGS: not proofread, dean calls reader furball but there are allusions to other nicknames, very short :((

A/N: this is based off a bot I’ve made before, also in my eyes reader has like little wolf ears and a tail like in fanart you might see but I didn’t describe it in case some people didn’t want that :)

• • • • • • • • • • • • • • • • • • • • • • • • • • • • • • •

It had been a few months — seven, more specifically — since you had started to hunt with the Winchester brothers.

And Dean was a little wary of you, to be honest. But you were a supernatural creature, a werewolf to be exact! It wasn’t a surprise he didn’t trust you.

But eventually he warmed up to you, mainly because he started realizing how useful you were on hunts with that enhanced sense of smell and hearing you had.

You seemed to warm up to Dean quickly, very quickly.

If he could describe you in one word: clingy. That would be the word he would use.

To put it nicely, you never left him alone. If he was doing his own thing in the bathroom, you’d be waiting outside. You were constantly by his side and practically breathing down his neck.

Like right now. Dean was making some breakfast while you were just watching him, not contributing in any way whatsoever. Although, he could probably say you were there for emotional support.

After a bit, Dean briefly glanced at you, seeing that you were only a few inches away from his face.

“Can you give me some room to work here, furball?” The nickname he gave you rolled off his tongue effortlessly, along with the countless other ones he had given you before.

You listened eagerly and quickly took a few steps back, your gaze darting from Dean back over to the food.

Dean noticed this and realized you must’ve been really hungry for you to be eyeing it like that. “You hungry?”

You nodded with a small ‘mhm’ and Dean chuckled.

“Well jus’ give me a few minutes and the food’ll be ready for ya.” He smirked.

“Okay!” You replied cheerfully, turning your head away from the food to look around the bunker’s kitchen. Something Dean noticed you often did when you had nothing else to do.

He let out a small huff, pausing whatever he was doing and turning to you. “Why don’t you go set the table? Food’s almost done. Also, why not wake up Sam while you’re at it?”

Dean watched as you turned and grabbed a few plates, placing them in the table and leaving some space in the middle so Dean could place the pancakes and eggs there.

He turned back to the stove and subconsciously listened to your footsteps rushing down the hallway to Sam’s room.

And by the time he was done and stacking all the pancakes onto one plate, you were already back in the kitchen with Sam in tow.

Walking over to the table, you sat down next to the spot that Dean always sat in. On purpose, of course.

Dean brought the pancakes over to the table and set them down in the middle of the table, sitting down moments later.

While everyone ate, Dean could see you out of the corner of his eye inching closer to him. He said nothing about, knowing that you just wanted it be closer to him.

It might’ve been weird that you were only this clingy with him, you were never this clingy with Sam or Castiel. He’d never bring it up though, mainly because he didn’t mind.

In fact, he enjoyed the fact that someone always wanted to be so close to him, no matter how annoying it got.

• • • • • • • • • • • • • • • • • • • • • • • • • • • • • • •

tags! : @ryvkkr

feedback would be appreciated but not necessary!

#ayla writes #supernatural #spn #dean winchester #supernatural fanfiction #dean winchester fluff #dean winchester x reader #dean winchester drabble #dean winchester blurb #jensen ackles

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smellingofpoetry · 2 days ago

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There's more of this somewhere?!? It's really good!

The Dark Lord

Summary: The reader gets caught stealing from the infamous Dark Lord Winchester. Instead of killing her though, he offers her a job for some reason...

Pairing: Dark Lord!Dean x employee!reader

Word Count: 2,500ish

Warnings: language, briefly mentioned torture/killing

A/N: Think of this as a slightly magical AU set in the present day. I might pick this up again if there seems to be interest in more!...

________

“I don’t care what the hell you do to me, I’m not-” You cut yourself off when a blonde woman in her thirties and sky high heels held out a cup of hot coffee. “Is that…espresso?”

“It’s a roasted blend from Guatemala, boss is big on it lately. He’s so boring and never let’s me give him anything but straight black but I like to serve all our guests something nice.” She set the cup in your hand, an artisanal drawing of a W set in the center. “It has notes of hazelnut and caramel.”

“Thank you?” you said, her eyes lighting up. “Is this…poisoned?”

Her face fell so fast you felt awful for the way tears prickled her eyes. “Everyone always asks that. It’s just nice coffee.”

“I’m sorry,” you said, taking a sip and smiling. “It’s lovely.”

“Thanks,” she mumbled, turning to leave the dark room you were sat in.

“It really is good coffee.” She perked up a little, nodding once. “It’s just…I couldn’t help but ask.”

You held up your chained hands, the woman giving a sad smile. “Dark Lord Winchester is really the sweetest man I’ve ever met. I have no idea why everyone that he has come in his office thinks he’s going to kill them.”

“He kills people all the time…over nothing…” you said. She laughed and your stomach dropped.

“Oh no, Lord Winchester doesn’t do that! I’ve never seen him kill a soul that didn’t deserve it. Well, maybe a few but I seriously doubt he’ll kill you! He doesn’t tend to kill women as often, just a little torture. I’m sure you’ll be fine!” You withered into your seat when she left.

At least you had good coffee before your demise.

You jumped when the door crashed open, hot coffee spilling over yourself. It dripped down your shirt and soaked into your jeans, your skin stinging when a blur passed your periphery. You swallowed thickly as a man in a black bomber jacket, dark gray t shirt and black jeans walked in front of you. He crossed his muscular arms as he leaned back against the desk, peering down at you.

He looked like he wanted to kill you. Or fuck you. Or both.

“Hi, Dark Lord Winchester,” you squeaked out. He bent at his hips, leaning down, watching you slump down even further. “Oh fuck, just kill me now.”

“Not yet,” he hummed, straightening with a hard set jaw. He looked down his nose at you, making you feel like an ant under his mighty six foot one muscular frame. “My security caught you stealing from one of my warehouses. I’m told it was a prescription drug.”

“Yes, Lord Winchester,” you said quietly. You looked at your wet clothes, waiting for him to drag you down to his dungeon and rip you apart.

Instead a cell phone was tossed in your lap. You scrunched up your face and gazed up at him, Lord Winchester still staring you down.

“Uh, is this my last call or something?” you asked. He breathed deeply, looking over your head.

“Two options. Option one. I will kill you for stealing from me.”

“I’d like to hear option two,” you said quickly, Lord Winchester glaring at you.

“Option two. You work for me. I need an assistant and perhaps I’ll find you valuable enough to keep you alive long term.”

“Option two,” you said, nodding your head. He stood up straight and hummed.

“I thought so. You’re dismissed,” he said. You glanced down at your cuffs, Lord Winchester ignoring you. He walked around behind his desk and sat, glancing at his computer. “Do not make me ask again.”

You scurried out of the chair, grasping the empty mug in one hand, cellphone in the other.

“Y/L/N.” You froze, back to him. Fuck, he’d changed his mind. He was just toying with you. He was going to- “Get up to speed this afternoon. I expect you here to start eight am sharp.”

“Yes, Lord Winchester.” Quickly you left, pulling the door shut behind you. You let out a sigh, your overly friendly coffee bearing companion rushing around the corner with a smile. “I told you he wouldn’t kill you! Boss made me promise not to tell. I’m Donna by the way. Deputy Head of Security. I volunteered to be your new hire buddy!”

You blinked slowly at the blonde, tilting your head, her eyes drifting downward in alarm. “Oh no, you’ve burned yourself! Let’s get you out of those cuffs, to the infirmary and into a fresh change of clothes. Lord Winchester wants to go through all of your HR paperwork today and a brief tour before sending you home.”

“I uh,” you put a hand against your head, shaking it out. “Why did he give me a job and not kill me?”

“He must like you. Normally he kills people or tortures them or makes them pay him back with hefty interest. Oh!” She pulled out a thin envelope from her back pocket, handing it to you. “This is your offer letter. It’s not really an offer, more of you have to accept or you die sort of thing but he wanted to make sure you got this.”

You felt like you were in a strange dream as you tore it open, slowly walking by Donna’s side down a hallway. “So Michael is our staff doctor. He’ll check your arms-”

You nearly fell when you’d read the salary on the offer letter. Donna caught your waist, alarm written all over her face. “Oh my god. I’m calling for-”

You shoved the paper in her face, taping the bolded line. “Is this a joke? He’s paying me this much?”

Donna laughed, urging you to walk forward again.

“Six figures? Six figures?!” you screeched, Donna shaking her head. “What-”

“Working for Lord Winchester is lucrative but…there’s an expectation of discretion. I mean, he is the Dark Lord of the land. It’s not the sort of job you want to slack off at.”

“Wonderful.”

It was late, well into the evening, when you’d finished with your tour. You were in the lobby of Lord Winchester’s fortress, rubbing your eyes. Michael had given you a pair of scrubs to change into while your stained clothes were sent to the launder. Thankfully he’d deemed your skin only irritated from the hot coffee, not burned. Most of the day had been in HR, Donna sitting in to help guide you through your options.

Options like free healthcare. A pension. On-site housing. As his assistant, or “Personal Executive to The Dark Lord” as your title in the payroll system stated, you were expected to live in the fortress and move in this weekend. All covered and utilities paid for by the company.

A chef that cooked all your meals, if you were so inclined. Shuttle services to and from school in town with a tutor available after school to help with homework. A grand library for kids to study in and for the adults to further their own educational studies if they chose. There was even an inter-company softball league that got quite competitive.

Dark Lord Winchester on paper was the best fucking boss in the world.

A throat cleared behind you, making you jump and drop the stack of papers in your hands. You spun around, Dark Lord Winchester standing there.

“Sorry, sir,” you said, kneeling down, attempting to pick up the papers as quickly as possible. To your surprise, he dropped to one knee, leaning his body and grabbing a folder that had your company credit card inside. He held it out to you, deep green eyes watching you as you hesitated to take it.

“If you’re going to work for me, you can’t be scared shitless all the time.” You snatched the folder, his eyes raising briefly before he stood tall. He held out a hand, your own eyes wide. “This is where you put your hand in mine and I help you stand up.”

You swallowed, doing as told, his strong arm effortlessly pulling you up.

“Look at that. You touched me and didn’t turn to dust,” he chuckled. You only stared, Lord Winchester looking over your head. “Let me make something clear to you. I treat my employees extremely well. In return, I expect their best work and their loyalty. If you show up to work and do a good job, there is no reason to fear me.”

“How do I know I’m doing a good job?” you whispered. He looked down to you, pursing his lips.

“You’re the damn Executive Assistant to The Dark Lord. You ask a question, you do it with confidence. Ask correctly and I’ll answer.”

“How will I know I’m doing my job well?” you said, holding his gaze this time.

“Any woman that would risk stealing from the Dark Lord, knowing very well what I do to thieves, to get medicine for their kid brother? That is the kind of woman that I know will do spectacular in this job.”

You parted your lips, Dark Lord Winchester glancing at them before looking away. “How do you-”

“I know lots of things.” He checked the dark rolex on his wrist, frowning. “It’s late. I’ll drive you home myself. Wait on the front steps.”

You watched him go down a different hallway, your head going a million miles an hour.

What the fuck was happening?

You stepped outside and five minutes later, an older black Impala, very nicely taken care of, pulled up, Dark Lord Winchester behind the wheel. You slid in the passenger seat, a wonderful aroma in the air. He drove you home in silence save for the soft rock music playing through the speakers.

Your face burned when he drove that beautiful car through your less than glamorous neighborhood and as soon as he pulled to a stop in front of your very small rental, you were getting out.

“Y/L/N,” he chided. You stopped halfway, Lord Winchester reaching into the backseat and pulling over the back a large white bag. “For you and your brother. Dinner and his medication for a few months. Michael will be able to refill it when it’s up and can schedule a physical with him to check if his treatment needs to alter. Please apologize to your brother from me. He’s likely frightened being alone judging by the way every light is on inside.”

You shook your head, your lip tugging up. He narrowed his eyes as your smirk grew. “What is that look for?”

“Dark Lord Winchester my ass. You’re a good person, aren’t you?” He scoffed. “Nah, I’m starting to see this for what it is. Don’t worry. I won’t tell anyone you’re nice deep down.”

“I’m not nice,” he growled. You took the bag from his hand, softening your smile. “Do not think I’m kind.”

“Oh, of course not,” you said, holding up the bag. You got out, closing the door behind you. But you bent down, leaning into the open window. “Thank you. He…his asthma’s been getting worse lately. This will really help us. All of it will help.”

He was quiet, looking out at the dark road. “A car will pick you up at 7:30. Movers will come by Saturday morning to pack up your things.”

“Goodnight, Lord Winchester,” you said, stepping back.

“It’s Dean,” he said, revving the engine, making your heart race. He took off, your chest still thumping when you went inside.

“Kyle! I’m home with dinner!” You called. Kyle came rushing out of the hallway, a blanket pulled over his head. “I’m so sorry I’m late, buddy. Did you get scared?”

“No,” said the twelve year old, doing an awful job of hiding his relief. “What’s for dinner?”

“I’m not sure. Why don’t you find out for us?” You handed him the bag, Kyle rushing back to the kitchen with it. “How was school?”

“Fine.” He said nothing more as you entered, pleasantly surprised to find a balanced dinner of chicken, vegetables and some sweet potatoes inside. “Is this take out?”

“No. I uh, got a new job today,” you said, opening the box that had his medicine inside. “Hey. Got you a refill.”

“What’s your new job?” he asked, taking a plate from you and scooting into his spot at the small two seater table.

“I uh…work for Dark Lord Winchester. We’re, uh, moving on Saturday to live at the fortress. You’ll have your own room and there’s some other kids that live there too for you to play with. He uh, actually wanted me to tell you how sorry he was for keeping me late tonight.”

“Really? Cool.” You rolled your eyes. “Does he actually wear a skull mask and a black cloak?”

“No,” you laughed. “He looks very normal. Maybe you’ll get to meet him someday.”

“Cool,” he said again, frowning when you pointed at his untouched vegetables. “Y/N-“

“Eat them or Dark Lord Winchester won’t be happy…” you chided, Kyle shrinking down into his seat, reluctantly taking a bite, a flash of surprise on his face.

“These are way better than when you make them!” He started to scarf down the brussels sprouts as you sighed.

“I’m not dead and you’re eating veggies for once. I’ll take that as a win for today.”

The Next Morning

“Good morning, Lord Winchester,” you said as you rose from your desk outside his office on the far end of the second floor, dressed in skinny jeans, a bright yellow sleeveless blouse and an oversized blazer. Dean looked you up and down, his eyebrows raising. “HR said the dress code-“

“If I wanted everyone to wear suits, I’d have everyone wear them. Your outfit is fine. You’re probably not going to wear heels with the running around you’ll do,” he said, entering his office, waving for you to follow after. His legs looked long in the dark denim that clung to his thighs. He wore a white long sleeve Henley shirt with a navy button up over top, sleeves rolled up his forearms. “If you would stop staring at me could we get started?”

Your face flushed as you sat in the chair opposite his desk, Dean sitting with a groan and greedily sucking down a cup of coffee.

“So your job is to make my life easier,” he said, opening his laptop, frowning at it. “I get a lot of…requests from my department heads. I need you to be a buffer between me and them for the day to day. I also need you to handle pop ups and act as a sounding board for myself.”

“HR went over the expectations with me,” you said, Dean grunting as he drank more coffee again.

“Great. I need you to start with brainstorming ideas for how to rescue my brother from Crowley. We’ll meet after lunch to discuss.”

“King of The Dark Lands Crowley?” Dean hummed. “Isn’t he…”

“A demon? Oh yeah,” he said, giving you a barely there smile. “Shouldn’t be a problem for a little thief like you.”

________

A/N: Interested in more? Let me know with a comment!

#dean winchester #supernatural #spn #dean winchester x reader #fic review #fic rec

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wendichester · 2 days ago

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‧₊˚🎄✩ ₊˚ it's beginning to look a lot like,

summary. your first christmas with the winchesters and dean's determined to make it special.

pairing. dean winchester x reader

wordcount. 671.

Dean Winchester doesn't do Christmas. Sure, there were a few short-lived attempts with Sam when they were kids—even adults—a couple of gifts wrapped in newspaper and a scraggly gas station tree—but nothing like the kind of Christmas you deserve.

That's why, this year, he's determined to make it special.

You blink in surprise as he pulls in front of the local Christmas tree farm, the Impala rumbling softly under the twinkling lights strung across the lot. Rows of evergreens stretch out in every direction, the faint scent of pine drifting through the air, making you completely miss the nervous wreck that Dean is in.

You turn to him, brows furrowing in confusion. “Are we... stealing firewood?”

Dean snorts, already stepping out of the car. “Real funny. No, we’re getting a tree.”

Your jaw drops slightly as you follow him, the crunch of snow underfoot the only sound for a moment. “You? Picking out a Christmas tree? Who are you, and what have you done with Dean Winchester?”

“Relax, sweetheart,” he teases, grabbing your hand and tugging you toward the rows of evergreens. “I’m just a guy trying to impress his girl.”

The warmth in his words sends a little flutter through your chest, but you mask it with a casual sass. “Oh, now you decide to be a romantic?”

“Hey, I’m romantic all the time,” he defends, feigning offense. “I bought you pie last week, didn’t I?”

You laugh, rolling your eyes. “Sure, Romeo. Let’s find a tree before you freeze to death.”

The two of you wander through the rows. Dean critiques every tree like he’s auditioning them for a pageant.

“This one?” you ask, pointing to a squat, bushy pine.

“Too short.”

“What about that one?”

“Too bald on the sides.”

He groans, running a hand through his hair. “How the hell are trees this complicated?”

“They’re not,” you say with a grin, stopping in your tracks as you spot it. “But this one? This one’s perfect.”

Dean follows your gaze to a tall, full fir, its branches evenly spaced and glistening faintly under the lights. “Huh,” he says, tilting his head. “Not bad. Just like you—nice to look at, but probably a pain to handle.” That earns him a smack in the arm.

You watch as he kneels by the trunk, the muscles in his back and arms flexing with each axe. His T-shirt rides up slightly, exposing a sliver of skin, and you can’t help but stare.

“Enjoying the show?” he asks, not even looking up.

“Depends,” you quip. “Are you gonna need my help, or are you good to finish all by yourself?”

Dean chuckles, his voice low and amused. “Oh, I can finish just fine, sweetheart. But with your help, it's always better.”

Your cheeks flush deeper, and you huff, crossing your arms. “You’re such a jerk.”

“Yeah,” he says, grinning as the tree finally topples over. “But I’m your jerk.”

The drive back to the bunker is warm and comfortable, the tree strapped securely to the roof while Dean’s hand rests on your thigh. His thumb traces lazy circles on your skin.

Once inside the bunker, Dean hauls the tree to the war room, setting it down with a flourish. “There. What do you think?”

You step closer, pretending to scrutinize it. “Hmm... It’s a little crooked.”

Dean groans, pinning you with an exasperated look. “It’s not crooked.”

You laugh, leaning up on your tiptoes to press a kiss on his cheek. “Relax, I'm kidding.”

His hands find your waist, pulling you closer. “Now, how about you and me...” His voice drops, his lips brushing your ear. “...hang some mistletoe?”

Your breath catches as you meet his mischievous gaze. “Only if you promise to behave,” you tease.

He smirks, tilting his head as his thumb brushes your side. “Oh, c'mon sweetheart, where’s the fun in that?”

The soft glow of the lights fills the room as he kisses you, slow and sweet, the tree standing tall behind you. For once, Christmas feels like home.

taglist ⋆.˚ ★— @iloveeveryoneyoureamazing ֶָ֢ @deans-daydream

#dean winchester #dean winchester x reader #dean winchester x you #dean winchester x female!reader #dean winchester fic #dean winchester fluff #supernatural #.docx

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jollyhunter · 23 hours ago

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24 Kinky Days with Dean x reader - Day 16.

Pairing: Dean Winchester x fem!reader

Warnings: NSFW - MDNI! - includes explicit sexual content (somno, intense fingering, edging, overstimulation), soft!dom Dean, also some fluff sprinkled on top of it ♡ (Also! English is not my native language)

Summary: Dean loves to pleasure you when you’re still in your half-sleep, still dozy and all his to play with and to take care of… and this time he coaxes you into taking a little more than usual.

Words: 2,520

Feedback and reblogs are highly appreciated! And let me know whether you enjoy it so far! <3 A/N: I skipped the 15th Dec. prompt, since I felt like writing this one first. I'll post the 15th later some time! On another note; I've got a new theme! Made my own lil' banner and such. Hope you like it 😳 ANYWAY

♡ ENJOY THE torturous EDGING MY LITTLE VIXENS ♡

16th Dec. - Roll Over Rule

The sound of Dean’s serene breaths make you tiptoe your way around the bed, careful not to wake him from his deep sleep. It was late, 3AM by now. You’d done some late night research in the War room with Sam, losing track of time as you often did. And you’d basically forced Dean to go to bed a few hours ago since he had stayed up the past nights.

You slowly slip under the covers and still in your movement for a moment – listening for the slow rhythm of his breath. Good, he is still asleep. And he has occupied 3/4rd of the bed as always. Your face softens as your eyes take in his peaceful state; his face pressed into the pillow, his ruffled dark blond hair still a bit damp from the midnight shower. He’s on his stomach, his body twisted in a way that almost makes you wince inwardly. And his left arm stretched out to your bedside. Waiting for you to latch onto it, as it had become a silent habit of yours.

You gently grab his arm and snuggle up to him. Your arms wrap tightly around his muscled upper arm and his forearm gets tucked nicely between your thighs. Dean stirs briefly, mumbling something before he angles his head to rest it against the top of yours. You let out a soft, content sigh, relieved that you didn’t wake him from his dreamless sleep. Soon enough you fall asleep with your limbs entangled with his arm, feeling his comforting warmth and listening to his calming breaths of a slow steady rhythm.

You don’t know how much time has passed, maybe an hour or so, when you feel Dean’s arm slightly twist in your grip. Suddenly his hand slips between your legs to cradle you there with palms up. Your mind’s still too sleepy to fully register what’s going on when a little shiver goes straight to your core. A small, almost imperceptible one. But your body acts on instinct and doesn’t need your mind for what it subconsciously craves. You suddenly let go of his arm and roll over onto your stomach – a sleeping position you usually never take. Unless, it’s meant as a green light for Dean to go on.

Yeah, you had been pretty needy lately. ‘Damn, you’re like a bitch in heat, babe.’ As Dean had commented on it shamelessly. Which not only made you sputter, but had Sam choke on his beer and Cas raise his eyebrows in confusion, secretly wondering why Dean would compare you with a female dog.

Your mind quickly slips back into that cozy sleep – whereas Dean seems to have woken up beside you. He places soft kisses along your neck, his hand gently running up and down your body, occasionally slipping beneath your pyjamas.

Next moment you remember, you feel hot and aroused. Your inner thighs are wet, your clit swollen and you’re panting slightly. And then you feel his two fingers slip inside you, effortlessly parting your slick folds. A meek moan escapes your lips, your mind still somewhere caught between sleep and excited arousal.

“You good, sweetheart..?” you hear his gravel voice next to your ear. You nod, not wanting the pleasure to stop but too sleepy to form any words.

He picks up a tantalizing pace. His small and middle finger pumping inside your dripping wet cunt while his index and middle finger slide along your folds, pinching your clit between them with every thrust. Your moans grow louder and soon turn into needy whimpers, begging him for release.

“Mh? Tell me baby…” your answer once again is a weak, short whimper. A thick haze clouding your sleep-addled mind and ridding you of any capability to form a thought, let alone words. It’s like you’ve been turned into a whimpering, mewling mess – powerless in every form. At this moment you were his entirely. Completely at his mercy. And knowing Dean, you are left with no other option but to take the overwhelming pleasure and to teeter on that torturous edge. Over. And over. And over.

Dean is truly a master in the art of edging. His calloused fingers playing you like it’s child’s play, hitting every spot at the right moment and – to your frustration – changing rhythm and withdrawing them every single time right before you get to fall over the edge. Leaving you mewling desperately, close to tears from the overwhelming built up tension in your core. You cry and pant into the pillow breathless while he starts over with the procedure, denying you the final relief with a cheeky grin of his.

Soon a third finger is jammed into your throbbing cunt. Dean and you groan in harmony when your walls clamp his fingers, pulling them in like they were made for you. He bites back another deep moan before grazing his bottom lip with his teeth. "Damn... sweetheart, you're killin' me here..."

Once he rode you through another round of edging by switching between the numbers of fingers every now and then, you quickly adjust to the new size.

When Dean notices how his fingers slide in and out so effortlessly, an idea forms in his head. He suddenly presses his lips against the shell of your ear. His voice a husky whisper, gentle and yet demanding, “Show me how deep you want it.”

You don’t even think, your body acting on its own. It’s like he’s got you under some magic spell, the relentless working of his fingers keeping you spellbound. His hand stills while you buck your hips against his hand. Further and further up, angling it while you press your chest into the mattress – the increasing tightness making you whimper and bite down on the pillow.

But to Dean’s amazement, you keep pushing against him, taking it all the way. Even whenhe slowly slips a fourth finger inside. He bites back another guttural groan. The feeling of you clamping his fingers and now even slowly, tentatively rocking your hips against him is almost too much for him.

“That’s it…” he murmurs, a hint of pride in his voice which doesn’t go unnoticed by you, despite your mindless state. You roll your hips up against him and a loud groan erupts from your throat at the intense sensation of him splitting you apart.

Dean leans a bit back to relish the view with parted lips: He’s knuckles-deep inside you. His four thick fingers stretching you to the point you feel like you might explode. He’s completely filling you, his fingertips hitting your most sensitive spot at the very end.

He lets you set the pace, only occasionally curling his fingers as he draws sounds from you which can only be describe as borderline pornographic. Every whine and mewl are rewarded with a stronger flick of his thumb over your swollen clit. Your legs are shaking and you buckle from the increased friction, the pleasure doubled with a simple continues rub against your bud.

It doesn’t take long until your legs not only tremble but start to give in and fight the mattress for some form of control. Short erratic puffs of breath burst out of your mouth and a little dribble of saliva escapes the corner of your lips. The sight alone would’ve almost sent Dean, but the sounds you made – my God your sounds of pleasure where like heaven to him.

Desperate and overwhelmed, your body starts to act on its own again; your legs kick and squirm and writhe. Your hips suddenly jerk away and your fingers dig into the sheets enough to strangle a grown man.

Dean’s eyes widen briefly, leaning down with his weight to keep you still. “Shhh-Shhh,” he coos reassuringly, but with an almost mock-innocent undertone. As if that sly bastard didn’t know that you are on the brink of breaking.

He slings his leg around one of your kicking legs, effectively holding it in a deadlock as he presses it back into the mattress. “Ah-ah-ah,” he playfully warns you with a cocky smirk, “Stay here, sweetheart… ain’t done with ya yet…” He moves his free hand up to the back of your head where he carefully threads his fingers through your hair, taking a fist full to gently tug your head back and hold you in place.

A pleading whimper leaves your lips. Begging for relief, for him to finally allow you to fall over that damn edge. You try to voice your plea for mercy but any word that’s meant to leave your lips is smushed into another pathetic, strangled noise on its way out.

“Damn… can’t even talk any more can ya, gorgeous…” Dean chuckles deeply, his rumbling chest vibrating against your back as he keeps you pinned down under his weight. You can feel the muscles of his hard calf, tense and unyielding against your trapped leg. Your thigh straining against him in vain, twitching and trembling. Your toes claw at the sheets in a desperate attempt to break free from his grip, whimpering something which he recognises as a scrambled, frustrated “please”. But he doesn’t budge, his strength effortlessly keeping you at his mercy and leaving you no chance of escaping his onslaught.

He leans down to your ear, his voice dropping an octave when he asks teasingly, “You wanna come? That it, baby? You want me to make ya come?”

Yes, yes, yes yes yes – you keep repeating the word in your head until you realize that you’re only whining more. Dean chuckles, “That a yes? Hm? What was that?”

Oh Jesus Christ he’s enjoying this way too much. This time you nod – frantically. Not taking the risk of your answer getting lost again. Your sounds are hoarse by now, your body contorting from his four fingers slowly moving inside your cunt and his thumb working your clit every now and then – not enough to let the knot in your stomach burst, but enough to keep you on the brink of it. He falls into a tantalizing pace, sometimes shallow, sometimes so deep that it makes your half-lidded eyes roll back with a pained groan.

Dean meanwhile drinks in the sight of you squirming from the pleasure he can give you, all at his mercy, making sure to not give you a single moment of catching your breath.

“Oh yeah..?” Dean lets out a low hum. He pulls your ear lobe between his teeth and gives you a little tug at your hair. You’re shaking, even your whimpering sounds are clipped, breathless and trembling, your mind numb by now. Your body overstimulated and exhausted from chasing that sweet relief for what feels like hours.

“Jesus, you’re so vocal babe… you know how hard this gets me?” He groans against the side of your face and he grinds his rock hard erection against your hip to prove his statement. After a moment, he releases the grip on your hair and moves his hand down your neck, angling his shoulders to push his arm down between your shoulder blades to keep you from wiggling away. “You’re such a good girl for me…” he says while shifting his position on top of you, “And good girls get a reward…”

Fucking finally. A long shaky exhale escapes you when his weight presses down on you, his body covering you like a heavy blanket. He supports himself by leaning up on his right elbow, always making sure not to put too much pressure on you, but enough to let you feel his strength and the power over you.

His hot, ragged breath hits your ear once more. Whispering in that gravelly and authoritative tone of his, every word punctured by a deep thrust of his fingers, “’M gonna count down from ten… and when I hit zero... I want you to come for me baby, understand?”

Lord have mercy. You nod again, although most of his words went past you and at this point you would have probably agreed to anything for that relief. With your brain melted into a useless puddle, you feel like your only driven by need and primal instincts by now.

And then, the next ten seconds feel like the most intense you have ever experienced. With every number you feel your knot tighten more, your core burning up as if it was to explode any second – but not yet, not yet – “…seven…”

He moves his arm along your back to grab your left hand, holding it down. “…six...” His fingers intertwine with yours, while his other hand picks up its pace. “…five…” Your suddenly arching your back, involuntarily trying to squirm away from him. But his firm chest keeps you safe beneath him, while his lips form the next number against your ear, “…four…”

Almost there. Your free knee slides along the mattress aimlessly and your other hand rips at the pillow, feeling like your body is about to snap into two. “…three…”

Determined to get you there, his calloused thumb flicks your overstimulated bud without mercy, earning himself another guttural whimper of yours, “-that’s it, let me hear ya …two…”

The sound of his low rumbling voice cuts right through your haze and a shudder shoots through your body. The anticipation’s almost killing you at this point, feeling coiled up like a spring.

“…one…” You can feel it, the wave building up and ready to crash down on you. Dean can sense you’re on the very edge too and he intends to send you over it this time. He gently bites down on your neck, muttering his final order against your skin, “…zero… come for me, sunshine.” You go tense like a bowstring and your head snaps forward to bury your face in his elbow. When, at last, the wave hits your body and the knot in your stomach finally explodes with a strangled scream of relief. Several shudders of pleasure ripple through you, leaving you twist and turn, sandwiched between the mattress and Dean’s heavy body. He lets you ride out your high, his strong muscles working to hold you close to his chest.

You pant heavily, shakily. Your mind finally clearing. Your bleary eyes fully opening for the first time, like this was all just a dream too good to be true. His voice draws your attention to his face, when he gasps. “Jesus sweetheart… it’s like a swimmin’ pool down here.”

That comment takes you so much off guard, that you break out into a surprised laughter. He grins at you before he joins with his own hearty bark of amusement, a cocky grin on his face. “I ain’t kiddin’ – I’m growin’ fins!” He holds up his drenched hand, wrinkled skin, wiggling his cum-covered fingers in front of your eyes, “Look!”

He chuckles and his widened eyes take in the mess with something like fascination and an eager lick of his lips. The corners of his smile pull up into a lazy grin when his emerald eyes meet your satisfied and dozy, half-lidded ones again. “Y’know… I think ’m gonna need to clean up that mess down there.”

Masterlist of opened windows:

1st Dec. - Sunshine 2nd Dec. - Spell Book 3rd Dec. - Lights Out 4th Dec. - Tickle 5th Dec. - Dirty UNO 6th Dec. - (TBA) 7th Dec. - Candlelight 8th Dec. - Hex Play 9th Dec. - Whip Stroke 10th Dec. - Barbie World 11th Dec. - Temptation ... (check the masterlist for more!)

Tags:

@ariasong11 @deansjacket @literallylexa @lmpala1967 @foxyjwls007 @impala67rollingthroughtown

#dean winchester x female!reader #dean winchester x reader #dean winchester x you #soft dom! dean winchester x reader #dean winchester smut #dean winchester #dean x you #spn x reader #spn reader insert #supernatural #spn #kinky advent calendar

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ostaramoon · 2 days ago

Text

december *⁀➷ dean winchester

✧.* dean x cupid!reader — part 3!!

— it's christmas tiiiime, and now dean is getting bossed around by his cupid to prepare the bunker for the holiday. he's totally loving it, just don't tell anyone. cw! fluff! fluff! holiday fluff and wait—you do what under a mistletoe? heated kissing, strong language, 18+ wc! 6.3k masterlist for previous parts

You’re sitting crisscrossed on the living room floor, barely a foot away from the TV, eyes glued to the screen.

Dean had left early in the morning for supplies, leaving you to follow Sam around the bunker like a shadow. You peppered him with endless questions about hunting, lore books, and the monsters they hunted until his patience started to fray. A tough feat with the ever sympathetic Sam, but somehow you keep managing to push that boundary with both the Winchesters. When the topic turned to his love life—your innocent curiosity fully unhinged—Sam had finally cracked. To remedy the situation, he popped in a DVD, and it only took a few seconds for you to become completely absorbed into the grinch who stole christmas.

The sound of the bunker door opening and slamming shut breaks the movie’s spell for a moment. Dean’s heavy boots clamber down the stairs as he grumbles, “Unbelievable. Two other mouths this food is feedin’ and not a single hand to help unload the car.”

You don’t budge, the movie is far more compelling than whatever Dean’s annoyed about. What did not go unnoticed by the disgruntled man was your attention being on the screen, instead of on him. None of your usual circling around him asking what he got at the store like you usually do. The thought buzzed around in his brain as he put the groceries away. A pesky little feeling of wanting your attention setting him on edge. He couldn’t even help himself, peeking out of the kitchen a few times to look back at your hypnotized form.

The vibrant hues of the screen reflected in your pupils as you watched each grumpy humph and retort from the Grinch. You found the oddly green and fluffy thing endearing, his antics making you think of another huffing, grumbling, dramatic man.

Suddenly, a soft brown teddy bear appears in your line of sight. The stuffed animal disrupts your viewing, staring back at you with shiny black eyes and a stitched-in smile. You blink, eyes trailing up the arm holding it. Dean towers over you, wearing his usual grumpy scowl—an expression that contrasts so sharply with the stuffed bear in his hand that you almost laugh.

“Here,” he gruffs, shaking the bear slightly. “You wouldn’t shut up about wanting one on our last hunt, and the store had some, so…”

Your brows knit in confusion, raking your brain until you remember the bears at the gala. Cute and just begging for you to take home. Too much action of the night led to you leaving without a new plush friend, and you did bring it up to Dean at least once. Maybe twice, four or five times at most.

Realizing Dean was actually listening to your spiels—despite his expressions making you think otherwise—makes your face light up with a radiant smile. You take the bear gingerly, cradling it like something precious. It’s plump, soft, and better than the ones at the gala. Settling it into your lap, you resume your movie watching, tucking the bear snugly as if it’s watching the film with you.

Dean’s frown softens—just a little—as he watches.

You lift a finger to point at the screen, peering up at him with furrowed brows. “Dean, this movie says Christmas is a holiday in December. It’s December now, but you and Sam haven’t said anything about this Christmas stuff.”

Dean shifts uncomfortably, his eyes darting around the room like he’s hunting for an escape route. “It’s… made up,” he shrugs. “Not a real holiday.”

“Oh,” you murmur, frown tugging at your lips as you look back at the TV. Holidays are becoming one of your favorite things these days. You were aloofly aware that humans had traditions, but there were so many over the course of human history that you never bothered to keep track. Now that the Winchesters have clued you in on some of these celebrations, you find it hard to believe the boys can be so lax about participating. And although you try your damn hardest not to be overly excited over learning new things, the joy that holidays brought you was a Pandora's box you’ve decided to leave cracked open.

“Dean,” Sam’s voice cuts through the air as he walks into the room, a deep sigh trailing behind him. “Why are you lying to her about Christmas?”

“Lying?” You whip your head between the brothers, wide-eyed.

Sam shoots Dean a look—one that says fix it—while Dean smiles coolly back, clearly unbothered.

“I’m not—” Dean starts, but Sam raises a brow. Dean groans, rubbing a hand over his jaw. “Okay, fine. I lied. But we’re not—”

“We have to prepare!” you shout, leaping to your feet. Screw containing excitement. The movie showed you the wonderful intensity of this Christmas thing, and you’d be damned if you let Dean grumble his way out of this one.

The teddy bear tumbles to the floor, forgotten for the moment. “We need a tree, and presents, and cookies, and sweaters!” You list, recounting from the film. Your gaze falls back to the bear, and you scoop it up quickly, holding it close. Your eyes sparkle as you coo, “Grumpy Bear needs a sweater, too.”

Dean freezes. “Grumpy Bear?”

Sam’s brow furrows. “Wait—Grumpy Bear?”

“Uh-huh,” You nod eagerly, trying not to laugh at your own joke and ruin it. Jokes were hard and you’re still getting the hang of them. “I named him after Dean.”

Dean groans, pinching the bridge of his nose as Sam fails to stifle his chuckle. “You’re killin’ me, lovebird,” Dean mutters under his breath.

“Alright, then,” Sam interjects, clapping his hands together before pointing at you and Dean, “you two go out and get us a tree and what-not. I’ll stay here and get the bunker ready.” He’s sporting a smug grin, clearly satisfied with his swift evasion of having to do any of the brunt work.

“What? Dude—no.” Dean shoots back, his head tilting as he sighs.

“That’s a perfect plan, Sam!” you chirp back, placing Grumpy Bear on the couch. You don’t give Dean the chance to protest further, darting to grab your shoes and jacket while the brothers bicker in the living room.

ˏˋ°•*⁀➷

The Impala hums steadily along the snowy road, but your focus is on the radio’s dial. Before you left the bunker, Sam had pulled you aside, helpfully informing you of the radio stations that play nonstop festive music this time of year. You memorized his quick instructions: Just turn the right dial, he’d said, until the static gives way to something jolly and christmas-y.

So far, though, all you’ve found is static—and the longer it drags on, the more Dean radiates a particular brand of agitation that’s starting to fill the car.

“Love,” he finally says, his voice tight with thinly veiled annoyance, “what are you doing?”

“Hang on, I just have to find—” You twist the dial a little more, and finally, success. The opening notes of have a holly jolly christmas crackle through the speakers, soft and cheerful. Satisfaction pools through you at the sound. A stark contrast to the usual sounds coming from the impala’s speakers: loud, crashing instruments with throaty vocals and a single song lasts for what feels like forever. Classic rock, he once told you, nothin’s better than the classics.

Dean groans like you’ve just personally offended him and immediately reaches over to change the station, but you’re faster. You swat his hand away with a firm pout.

“No way, Grinch.” You shake your head, crossing your arms triumphantly. “It’s Christmas time, and we’re getting into the spirit.”

Dean’s eyes flick between you and the road, and though his expression starts off sour, you can see the amusement tugging at the corner of his lips. Sam had warned you this would happen. He’d even told you exactly what to say when Dean inevitably tried to kill the Christmas cheer: Just say something about getting into the Christmas spirit, and be firm, Cupid. You know how he gets.

“Grinch, huh?” Dean mutters, throwing you a sidelong glance. “Alright, fine. I’ll let it slide this one time. But for the record,” his finger goes up in protest, “I am not the Grinch.”

“Oh, no?” You grin, eyes playfully scowling at him. “Mean, grumpy guy up on the mountain gets all gushy when someone’s nice to him for once? Sounds like someone I might know.”

Dean huffs out a laugh, finally giving in to the playful banter. “Grumpy, mean—fine. But I do not do gushy.”

Hearing his laugh makes your heart flutter, the sound feeling like a trophy when he’s usually at his wit ends with you. Dean was in general a pessimistic guy, that much you’ve noticed. And he was mean when he first met you, and wrongly assumed you’d be an annoying mouthpiece from heaven. But in the months you’ve spent following him around, you’ve started to figure out how to make that scowl melt into a big smile.

It was hit or miss most of the time, but you always were a bit of a boundary pusher.

“You do, too.” you press mockingly.

“Uh-huh,” he breathes, brows quirking, “Is that so? Well if I’m the grinch that makes you, what—my Cindy Lou Who?” His face squints with his words.

“Exactly,” you chirp, practically glowing with pride. Without thinking, you reach over, placing a small hand on his chest. “And I’m gonna make sure that heart grows three sizes, Winchester.”

Dean’s eyes flicker between you and your hand. His mouth twitching into a lopsided smile as he shakes his head. “I bet you will, lovebird,” he murmurs, voice softer now as you retract into your seat and he focuses on the road again. “I bet you will.”

The playful warmth lingers as the Impala rolls on, the car filling with soft holiday tunes and the quiet hum of the engine. You nod along to the music, sneaking glances at Dean as he drums his fingers against the wheel in time with the song.

The scenery outside begins to shift, and Dean slows the car, turning onto a gravel driveway. The worn out sign on the left side gate at the entrance reads, The Ginger Family Farm – Christmas Trees & Reindeer!

Your gaze sharpens as you sit up straighter, a large red barn sits on the hill, surrounded by neat lines of snowy pine trees. It’s an old and faded structure, but the chimney bellows smoke and the doors are propped open. From this distance all you can see are the twinkling lights inside and movement from the people within. But it’s the pasture near the entrance that really catches your attention. A herd of reindeer grazes lazily by a fence, their soft brown fur gleaming in the afternoon sun. Another faded sign beside them reads: Santa’s Helpers Live Here!

Dean hasn’t even fully parked when you unbuckle your seatbelt and lean over him, climbing into his lap to get a better look out of his window.

“Dean,” you whisper, eyes alight with wonder as your nose grazes against the glass, “are those… reindeer?”

He glances down at you, an amused smirk tugging at his lips. “Yep,” he replies, reaching over your frame to throw the car into park.

“They’re real?” you ask, turning to him with wide eyes, equal parts skeptical and fascinated. “I mean, I knew they were real, but I didn’t think I’d ever actually see them.”

Dean chuckles as he pops his door open, an arm going around your waist to stop you from tumbling out of the open door. “Real enough. But don’t get your hopes up—they don’t fly.”

You slide out after him, giving him a mildly exasperated look. “I know they don’t fly, Dean. Our universe has exactly three beings with wings: birds, bugs and angels. That much I am sure of.”

Dean snorts, shoving his hands into his jacket pockets as he watches you drift toward the fence, your curiosity written all over your face. The way your head starts to tilt, lips popping open as your eyes start to squint. Dean has witnessed this look more than a handful of times now, and it still has that same damn effect of making him want to watch you explore new things all day.

But it also makes his heart twist and strain as the pounding reverberates throughout his entire body. The kind of thing he does not want to think deeper about. You’re just cute, that’s all, and what kind of monster would say no to something so, damn, cute?

“You wanna go say hi?” Dean calls after you, his voice light and teasing.

You glance back at him, a shy smile finding your lips. “I can do that?”

“Sure, bet there’s some kid over there feeding them carrots. You can be next in line.” He teases.

The teasing goes over your head, as all you really heard was Dean agreeing to something. Without hesitation, you grab his hand, tugging him toward the pasture. “Fine by me, but you’re feeding them. I don’t do well with teeth.” you shutter.

Dean raises his brows, his expression caught somewhere between confusion and amusement. He tucks that comment away for later, adding it to the growing list of your quirks that simultaneously baffle and charm him. But you’re tugging him across the snowy field, all bright-eyed and—oh god—giggly, you’re giggling. He can’t bring himself to stop you.

And if his hand stays wrapped in yours a little longer than necessary—warm and steady against the cold air—well, that’s between him and his not-so-Grinch-sized heart.

As you approach the pasture, the reindeer lift their heads, their large, black eyes blinking lazily in your direction. One of them—a particularly curious-looking one with a slightly crooked antler—takes a few cautious steps closer to the fence.

You freeze mid-step, tucking yourself closer to Dean. “It’s coming over here,” you hiss, half-whisper, half-excited gasp. You weren’t used to animals of this size, a nervousness you’re still getting used to feeling creeps up your spine. With your hand still intertwined in his, you use your free hand to clutch his arm and merely peek at the animal from the safety of Dean’s side.

“Yeah, that’s kind of the idea,” Dean replies, deadpan, though the grin tugging at his lips betrays his amusement.

The reindeer stops a few feet away, eyeing you both with what you can only describe as mild suspicion. You tighten your grip on Dean’s hand and arm, big eyes peering up at him expectantly as you nudge him forward slightly. “Okay, go on, you first.”

Dean snorts, stepping forward to the fence. “It’s a reindeer, not a beast. Relax.” He leaves your side, the winter air hitting him a little harder without your warmth pressed against his side. Leaning against the wooden fence, he holds out a tentative hand like he’s done this a thousand times before.

To your surprise, the reindeer moves closer, sniffing at his fingers. You watch, wide-eyed, as it nudges Dean’s palm with its fuzzy pink nose.

“See? Not so bad,” Dean coos, glancing back at you with an infuriatingly smug expression.

You scoff, crossing your arms. “Sure, you’re the reindeer whisperer. But if I try that, it’s probably gonna bite me.”

“Doesn’t even have teeth to bite with,” he replies, rolling his eyes.

“You’re lying again, aren’t you?” you mutter, eyes sizing into slits from suspicion. Dean shrugs, but the smirk on his face instills your weariness.

Hesitantly, you shuffle closer. Keeping close to Dean, so that most of his body is between you and the animal, you tentatively reach out. Dean’s large hands contrast yours when they’re side by side like this, and he impatiently moves yours to touch the curious snout.

A quiet, nervous gasp escapes you, but the reindeer only leans into your touch. It’s nose is soft and velvety. The feel of it momentarily puts out your nervous flames. Dean gently maneuvers you in front of him to give you ample space for petting, leaning down to your ear he speaks softly, “There you go, little angel. Just be gentle, alright? Don’t wanna spook ‘em.”

The words spook ‘em makes you jump back, but there’s little space to move with Dean being so close. Making you become a stumbling mess between him and the fence. Your harsh movements scares the reindeer, as the nimble animal darts back to it’s herd. Leaving you huffing with your heart pounding.

With your hands now safely back at your sides, you feel Dean’s chest rumble with laughter as you whip around to shoot him a scowl. “Not funny, Dean.” you whine, watching as he struggled to pull himself out of the laughing fit.

A familiar sound, music like the kind you found in the car, turns your attention to the old barn. You take notice of the small cluster of families near the entrance, their arms full of freshly cut Christmas trees. The warm glow of string lights spills out from the open barn doors, illuminating the snow-dusted path leading up to it.

With one more flash of sharpened eyes at Dean, you march on towards the cosy atmosphere on the hill. Dean quickly falls in line, mumbling half-hearted apologies through the fading bubbles of laughter.

Stepping into the barn, the scent of fresh pine and hay wrap around you like a warm blanket. Inside, a few people mingle and look around the shop. A large wooden counter sits in the center, where an elderly man with kind eyes and a bushy white beard greets you with a wide smile.

Dean leans into your ear again as walks past, quickly murmuring, “That’s definitely Santa.” He pulls away with a glimmering smirk and shoots you a wink as he approaches the counter.

“Looking for a tree?” The man in a buffalo plaid jacket asks, his voice warm and welcoming. Your thoughts briefly wonder if he is Santa. But if a spirit actually went around invading people’s houses on the same night every year, surely Sam and Dean would have done something about it by now. You settle on a quiet suspicion that you would not be asking Dean about.

Dean glances at you, green eyes softening. “Yeah,” he says, his tone lighter than usual. “Somethin’ nice. She’s got high standards, this one.” He gestures to you with a big, charming smile. You nod back, not entirely sure what high standards for a tree would be, but you’re certain the bunker would need the best damn tree available.

Dean starts talking about height, type, and price with mr-may-or-may-not-be-Santa—a conversation that makes your brain wonder elsewhere. The barn was warm and something behind the counter mixed a chocolatey scent into the pine air. Wooden shelves lined the walls, stocked with syrup bottles, boxes of pastries, and Christmas themed trinkets. You moved towards them to get a closer look and search for anything pie-like for Dean.

As you muse around the small space, a basket of small, handwoven angel-dolls catches your eye. Curious, you step closer and pick one up, tilting your head as you inspect its delicate details. Each doll is unique, with different hair and skin tones, but they all share the same serene, closed-eyed expression. They look kind. Peaceful. So different from the angels you once knew in Heaven.

The quiet shuffle of boots behind you signals Dean’s approach. His jacket brushes the back of yours as he leans over your shoulder, his gaze following yours to the doll.

“That’s what we put on the top of the tree,” he says casually.

“Why?” you ask, tucking the angel back into its basket.

“Uh, not sure, really. Maybe—”

A gentle clink, clink, clink interrupts him. You both turn toward the sound to see the jolly man behind the counter holding a silver bell high over his head. His grin stretches wide over his rosy face as he announces, “You two are the first of the season!”

Dean’s brows furrow. “The first what?” he mutters under his breath, while your own confusion mirrors his.

The man gestures upward with a wink, then turns back to his work. Dean follows his motion, his head tilting back, he sees it. “Oh god,” he whispers with a quiet groan.

“What?” Your eyes trail up, finding a small sprig of green with red berries hanging over your heads.

“Mistletoe,” he answers flatly.

Your head tilts with curiosity, still staring at the small fixture, “and that means?”

Dean hesitates, glancing at you before clearing his throat. “You’re supposed to kiss whoever you’re caught underneath it with. And if you don’t, you get bad luck.”

Your lips twitch as you stifle a giggle. The thought of humans, for centuries, kissing beneath a little spring for the sake of good luck. Humans and their little quirks, never ceasing to entertain you. “How romantic.” you muse, that mischievous look, the one Dean has learned to recognize, is glowing in your eyes again.

He shifts uncomfortably, his hand rubbing the back of his neck, “It’s a stupid superstition we don’t—”

You’re not even paying attention to the words coming from his mouth. Instead, you lean onto your tiptoes, grabbing his wide shoulders for support as your lips place a soft kiss against his. He’s warm against your skin, his hands instinctively finding their place at your hips, causing goosebumps to ripple along your skin. Hot and dizzying. The sensation is so exciting that a light bulb clicks on inside your mind. This must be why humans kiss under a damn sprig.

It’s over just as quick, a fleeting touch, but enough to leave Dean frozen in place. When you pull back, his wide-eyed expression makes you bite your lip to suppress a laugh. You briefly wonder if kissing him when he’s grumpy would leave the same effect. A thought you’ll probably test, as it cements itself into the fabrics of your mind.

“You’re looking at me funny.” You say with a laugh. The innocence in your voice makes Dean’s head spin. Batting your lashes up at him like a kiss is as simple as a high five.

He blinks, green eyes raking your face as he processes what just happened, “You just kissed me.”

“Mhm,” you hum nonchalantly, thinking nothing of it.

“But you’re an angel—cupid or whatever.”

You arch a brow, tilting your head as if the thought hadn’t crossed your mind. “And?”

“I don’t know, I just…” Dean falters, gesturing vaguely. “I figured you’d be… you know, above that sort of thing.”

The corners of your lips twitch as you suppress a smile, your voice soft but teasing. “Did you think that means I’m some sort of prude, Dean Winchester?”

“Well, yeah,” he admits, still too caught off guard to filter his words. “Kinda.”

You shrug, your eyes alight with quiet amusement. “I’ve never been afraid of a little sin.”

Dean stares at you, utterly baffled, his mouth opening like he wants to say something but can’t quite find the words. His mind spins in circles, caught somewhere between disbelief and the faintest flicker of something he refuses to name.

Finally, he shakes his head and mutters, “Lovebird, you’re gonna be the death of me.”

You grin, the playful spark in your eye only growing. “Maybe. But at least you won’t have bad luck now.”

Dean groans, running a hand down his face as he turns toward the barn’s open doors. “C’mon, let’s just find a damn tree and get out of here before you decide to test any more sins on me.”

But as he walks ahead, his heart beats a little faster, and he doesn’t dare think too much about why he already misses the warmth of your lips.

ˏˋ°•*⁀➷

“Are you sure the Santa guy said you could do this?” You ask, your voice tinged with doubt as you glance between Dean and the awfully large axe slung over his shoulder.

Dean stands there, the very picture of confidence, one hand propped on his hip and the other gripping the axe like he’s posing for the cover of Lumberjack Monthly. His eyes rake over the tallest tree in the grove, a determined smirk playing on his lips. Somehow, he’d sweet-talked the man at the counter into letting him chop down the damn tree himself—a detail you’re still struggling to wrap your head around.

Your eyes timidly look over the rest of the trees. Some were already cut, bound in netting and propped against fences. Closer to the barn, a few families stand around men, dressed in matching plaid and denim, as they expertly axe down the pine—the way it’s supposed to go, a tradition you quickly picked up on.

Dean doing it himself, when you assume he’s never taken down a tree before, does not feel like the right way to go about the tradition.

“Cupid,” Dean sighs dramatically, still appraising the tree, “I chop vamp heads for a living. I think I can handle a little tree.”

You eye the towering pine skeptically. “I wouldn’t exactly call this ‘little.’”

Dean turns to you, his smirk widening as a glint of mischief flashes in his eyes. “That’s what—” He stops mid-sentence, recoiling at himself as he shakes his head. “Nope. Nope. Not doin’ it.”

You blink at him, confused by his abrupt backpedaling, but before you can ask, he’s already stepping up to the tree and hefting the axe like it’s a wonky baseball bat.

With a hefty swing, the blade lodges into the trunk with a solid thud. Dean pauses, straightening to inspect his handiwork, though his furrowed brow suggests he’s less than impressed.

Letting out a frustrated huff, he shrugs off his jacket and shoves it into your hands. “Hold this,” he mutters, already focused on pulling the axe free for another attempt.

You dutifully clutch the jacket, taking a tentative step back as Dean lines up his next swing. The follow-through chips a small piece from the trunk, sending it flying through the air. Your gaze tracks it as it lands quietly in the snow.

“Dean,” you whine softly, glancing around at the other families in the field who seem to be having a much smoother time letting professionals handle the chopping. “Maybe we should—”

A sharp crack interrupts you, the sound startling as it echoes through the crisp air. Your breath catches as you snap your attention back to Dean, who’s now whistling under his breath, clearly pleased with himself.

“Alright!” he cheers, his grin wide and triumphant as he puts more force behind his swings. The tree trembles with each impact, the gap between trunk and stump widening until, at last, the entire pine groans and falls with a muffled thud into the snow.

Dean chucks the axe to the ground, throwing his arms up in victory. His breath puffing visibly in the cold air. “That’s what I’m talkin’ about, baby!”

For a moment, you’re frozen, staring at the tree in awe. It’s not just any tree, you realize—it’s your very first Christmas tree. The thought sinks in, filling you with a fizzy warmth that bubbles up into a grin so wide it makes your cheeks ache. Without thinking, you hop across the snow to where Dean is standing, your boots crunching beneath you.

“You did it!” you squeak, your voice breathless with excitement as you fling your arms around his neck.

The hug catches Dean off guard, but his hands instinctively settle at your waist, pulling you closer and lifting you just slightly off the ground. He’s sturdy, like an anchor, and for a moment, the world feels perfectly still despite the crisp air and the snow swirling gently around you.

You pull back a fraction, your arms still looped loosely around his neck, and Dean looks down at you, his own grin softening. His chest tightens unexpectedly at the sight of you—eyes wide and sparkling, cheeks flushed from the cold, or maybe from something else entirely. The joy radiating from you feels almost too much, too bright, too... vulnerable.

He swallows hard, his throat suddenly dry as the warmth of the moment wraps around him.

“Oh, lover,” he murmurs, the nickname tumbling out unbidden, his voice low and almost reverent. “you gotta stop lookin’ at me like that. For my own sake.”

Your grin falters for just a second, confusion flickering in your eyes. “Like what?” you ask softly, your voice almost unsure, as if the words themselves hold a weight you can’t quite grasp.

Dean chuckles, shaking his head like he’s trying to brush off the way his stomach twists at your innocent question. “Never mind,” he mutters, his hands lingering just a moment too long before gently setting you back on the snowy ground.

You don’t linger on his words, too focused on the tree, and how it doesn’t make you feel jittery and nervous like the way looking Dean in the eye is making you feel. “C’mon, Dean,” you say, your voice bright again, “let’s get this Christmas tree home!”

Dean watches you bounce toward the tree’s trunk, your laughter dancing in the air like the snowflakes falling around you. His chest feels tight again, but this time, he doesn’t fight it. The way your smile lingers in his mind feels dangerous, but he can’t seem to let it go.

Against his own better judgement, he lets himself soak it all in—the smile he puts on your face, the way your excitement feels like a kiss from the sun in the dead of winter.

He exhales slowly, his breath visible in the cold air, and picks up the axe with a quiet smile tugging at his lips. Watching you crouch to inspect the tree like it’s the most magical thing you’ve ever seen, he reels in the inexplicable warmth settling in his chest.

“Yeah,” he murmurs to himself, his voice soft. “Let’s get it home.”

ˏˋ°•*⁀➷

Back at the bunker…

The living room feels much more cozy with all of the festive decor priming the room. The scent of pine mingling with the usual smell of dust and old books. The tree is nearly perfect—twinkling lights casting a golden glow, red and green ornaments catching the light in sparkling bursts. But the top remains bare.

The three of you are finishing up the tree, clad in matching sweaters. Dean let you pick them out, each adorning little reindeer and ‘oh deer’ written across the image with sparkling jewels.

“You’re too far to the left, Sam!” you call out, hands on your hips as you stand beside Dean.

“It’s centered,” Sam retorts, utilizing his full height and wing span as he adjusts the angel at the top of the tree.

“No, she’s right,” Dean cuts in frankly, arms crossed. He squints up at the angel. “It’s a little crooked. Just tilt it—”

Sam groans. “You two are impossible.”

You nudge Dean with your elbow, grinning up at him. “Told you I have a good eye.”

Dean smirks, shaking his head. “You? A good eye?” He shakes his head, smirking. “Please.”

With an exaggerated huff, Sam adjusts the angel one more time, muttering something under his breath about “backseat decorators.” But when both you and Dean gasp in unison, he pauses to look down.

“Better?”

“Perfect!” you both chime at the same time, your voices overlapping in synchronicity.

You glance at Dean, giggling at the moment’s absurdity, only to find him already looking at you. His grin softens, the teasing edge replaced by something warmer, deeper.

“Told you teamwork makes the dream work,” he gloats, but his voice is quieter, almost teasing.

You look away quickly, that funny warmth spreading to your cheeks again. The way he keeps looking at you today, all that warmth in his pretty green eyes—it’s too much. There’s a warm gooey feeling stirring in your chest, the intensity of new emotions is always exhausting. But this? You’re not even sure how you’re still standing when your knees keep going weak.

Your hand brushes against the weight in your pocket, the mistletoe you had swiped earlier suddenly feeling heavier. The memory of the earlier kiss flashes in your mind, and your stomach flutters nervously. What if—no. You can’t just stand here thinking about it. God, no. You have a thought to chase down and explore.

“I, um… I’ll be right back!” you blurt out, spinning on your heel before either brother can question you.

Dean blinks, caught off guard. “What? Where are you—?”

But you’re already halfway down the hall, moving faster than you probably need to. Sam and Dean share confused looks, the younger brother shrugging before turning back to the tree to adjust some of the ornaments. Dean tries to let it go, but he’d actually enjoyed having you so close to him all day, he couldn’t just shake the annoyance he felt at your absence.

Meanwhile, your quickened pace comes to a harsh stop at your room, heart racing. Clumsily pulling the small spring from your pocket, you fasten it to the doorframe with a piece of tape. You step back to admire your handiwork, a sly grin spreading across your face despite the butterflies in your stomach.

“Dean!” you call out, your voice light and sing-songy, “can you come here for a sec?”

His boots are heavy against the floor as he approaches, stopping just short of the doorway. His eyes narrow as they take in your giddy grin and the way you’re practically bouncing in place.

“What’s going on?” he asks, suspicious.

You point upward, your smile widening as his gaze follows your gesture. The mistletoe dangles above him, and his expression shifts—part amusement, part exasperation.

“Seriously?” he drawls. “You stole that, didn’t you?”

You press your lips together, suppressing a giggle. “Borrowed,” you correct innocently.

Dean shakes his head, his lips pressing together in a way that barely hides his smile. “You’re somethin’ else, you know that?” but it’s so quiet, as if he’s only speaking to himself.

You shrug, your playful tone impossible to hide. “I’m a cupid,” you say sweetly, as if that explains everything. “And you’re under the mistletoe.” You remind him.

He sighs, leaning against the doorframe. His eyes take their time looking you up and down. Like he’s trying to measure you up, your mischievous nature making his head spin once again.

And Dean really hates getting his mind frazzled, especially by a little thing who’s so goddamn sugary sweet.

“Uh huh, you got me there.”

You nod, reeling in the way he’s giving into you. “Rules are rules, Dean.”

There are about a million and one reasons why he shouldn’t entertain this. Getting caught under the mistletoe at the barn was one thing—a moment of bad timing, easily brushed off. But this? This cheeky little stunt of yours, this deliberate invitation—it’s another story entirely. You’re an angel, literally, for God’s sake. There’s gotta be rules around this growing connection that he’s been so stubbornly ignoring. That much he’s sure of. Nevermind the fact that you’re pure, a true beacon of sweet curiosity and everything he is not.

Dean knows damn well his rough hands would quickly break something so delicate if put in his grasp.

But you’re excited, staring at him starry-eyed. And it’s just a kiss. Hardly a real one if there’s a mistletoe commanding it, right?

Surely, this sin can be forgiven… twice.

For once in his life, Dean lets go of the ever-tight grip he has on his better judgment. He silences the screaming voice in his head, loosens the chains on the flickering desire he’s tried so hard to bury. His body moves before his brain can catch up, his hand lifting to your face.

His thumb presses into the soft skin of your chin, his fingers firm but gentle as they tilt your head up toward him.

Your breath catches. He pauses, leaning in close enough that the peppermint-laced warmth of his breath fans over your lips. The hesitation lasts only a heartbeat, just long enough for that voice in the back of his mind to beg him to stop.

But he doesn’t.

Dean closes the distance, his lips pressing against yours. It’s firm but not harsh, sure yet somehow keeping a tenderness he’s finding harder to deny around you. Your world tilts, heart hammering so loudly you’re certain he can feel it in your chest. For a moment, the edges of everything blur—time, space, all of it—until there’s only him.

His hand slides to the back of your neck, pulling you closer. The other finds your hip, anchoring you to him in a way that feels as much like a need as a want. Your hands move instinctively, planting firmly on either side of his neck, fingers curling into his hair for stability.

The kiss deepens, unhurried yet consuming, his lips leading and yours eagerly following. The lingering scent of pine clings faintly to him, grounding you even as the dizzying heat of his touch threatens to sweep you away.

When he finally pulls back, his chest rises and falls heavily, breaths mingling with yours in the narrow space he leaves between you. His lips linger close to yours as he murmurs, voice low and rough, “Happy now?”

It takes a moment for you to find your voice, still lost in the haze of what just happened. Your cheeks burn, but the giddy smile spreading across your face is impossible to contain. “Oh, I don’t know,” you tease breathlessly, tilting your head. “Maybe. I think your Grinch heart might’ve grown at least one size today.”

Dean snorts, the tension breaking as the corner of his mouth lifts into the grin you’ve been pulling out of him all day. “You’re impossible,” he says, though there’s no real bite to it. Not this time.

Even as he steps back, as he forces himself to put distance between you, his eyes stay locked on yours. Jade green and conflicted, they linger for a beat too long, like he’s trying to figure out what on god’s green earth he’s just gotten himself into.

this was so long im sorry, i got a lil carried away

#dean winchester #dean winchester x fem!reader #dean winchester fluff #dean winchester fanfic #dean winchester x reader #dean winchester x cupid!reader

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