thefreewillsquad - Tumblr blog

thefreewillsquad · 2 years

Text

Are You Alright?

Requested:

Okay cool! Well I’ve noticed there isn’t a lot of after sex care when it comes to Sam Winchester. Could you do an one shot like that? It’s after him and the reader had REALLY intense sex, so he holds her really close, asks if she’s okay and they just have the sweetest after sex cuddle? 🥺🥺

18+

Pairings: Sam x reader

Warnings: smut, language, unprotected sex, rough sex, male oral, fingering

Summary: you asked Sam to be more rough in bed, he did not disappoint.

Sam is behind you, you’re laying on his chest. His fingers curling inside you while his other hand is over your mouth keeping you quiet. His whispers in your ear are dirty and you love it. You’re dripping wet, your eyes are watery from all the pleasure.

The room is filled with your muffled moans, and wet sounds from him fingering you. You squirm around coming close to your high. You squeal trying to let him know but he knows, your walls are clenching, you’re becoming even more wet, your muffled moans are even louder.

“That’s right cum for me” he whispers in your ear you roll your eyes back and let go. Your body arches and shakes. “You’re so hot when you’re cumming all over my fingers” he whispers again causing you to whimper. He finally moves his hand from your mouth and pulls his finger out. He helps you stand up, your legs are a little wobbly from your Orgasm. He sits you on your knees. You lick your lips knowing what’s coming.

Sam stands in front of you pulling his pants and boxers off. He stands there looking down at you, you look up at him biting your lip. His incredibly hard cock just waiting to be sucked is inches from your face. Sam leans down and squeezes your cheeks with his fingers causing your mouth to open.

“Good girl” he praises you “stay like that for me” he says letting go standing back up, you listen and keep your mouth open. He holds his dick slapping it off your tongue “want to suck my dick, hmm?” He asks you shake your head looking at him “of course you do, slut” those words instantly made you moan. He smirks at you. He lets go of his cock and lets you get to work.

You suck on his tip teasing him a little, your hand pumped him slowly. You heard him groan in frustration. You slowly start to take more of him, Sam’s hands come down on the side of your head. You look at him confused, before you can take him out he thrusts into your mouth causing you to choke on him. He holds your head in place while he face fucks you. You moan against him causing him to groan. You hold still letting him do whatever he wants to you. You can’t help but think to when you asked Sam to be more rough, he wasn’t boring before just usually it was sweet and loving sex. You just wanted something different so you asked him to be more rough. He is definitely delivering.

Sam stops and stands back up straight waiting for you to start “don’t tease” he says sternly you nod your head taking all his cock in your mouth gagging and choking. Your eyes are watering from when Sam took over. You pull back letting yourself breathe, your hand pumping him while you bob your head up and down. Sam is letting out little grunts and moans. You continue knowing he likes it. Your other hand massages his balls causing Sam to let out a throaty groan.

“You like sucking my dick?” He asks, you just nod your head. He’s so hot when he’s like this. You grip onto his thighs slowly taking all of him again, choking. His hand wraps in your hair holding you there. You can feel spit dripping down to your chin, tears falling from your eyes, your throat is beginning to feel sore. Sam pulls you back letting you breathe, you take a few a seconds before doing it again. This time you can feel his dick twitch. He quickly pulls you off of him not wanting to cum yet.

Sam stands you up looking fiercely in your eyes. His eyes completely taken over with lust, but you already knew that. He smash’s his lips on yours it hurt. You didn’t care and neither did he. He backs you up until you hit the bed, you moan into the kiss and he took that opportunity to bite down on your bottom lip. You moaned again. He pulls away and pushes you down on the bed, gently he doesn’t want to hurt you. He looks at you admiring you’re body, you feel your cheeks heating. You just stare back at him admiring his body. Damn he’s so sexy.

You bite your lip as he dips his head, his hair falling over his face. He gives you his classic smile before kissing down your neck, all the way to your chest. You throw your head back enjoying his touch. Sam picks you, you wrap your legs around his waist. You wrap your arms around his neck, you pull him closer to you kissing him. You can feel his dick against your entrance. His tip is pretty much inside. Sam moves his hands from your ass letting you fall on his dick taking all of him at once.

“Oh my god!” You yell/moan out. Sam lets out a loud groan.

“Fuck” he says through his teeth. He moves his hands back to your ass, he moves you up and down. Staring into your eyes making it even better. His muscles flexing with every movement, his hair down in his face, his body glistening from all the sweat. You lay your head down on his chest, moaning. You can see Sam’s jaw flexing as he bites his teeth together trying to hold back all his moans. Sam loves to pleasure you, it’s all he focuses on when he’s doing it.

Sam lays you down on the bed, his body even more shiny, he’s breathing heavy, and his hair is sticking to his face. You watch him crawl over you. You put your hand on his head pulling him in for a kiss. You’re so in love with this man it’s crazy. Sam kisses you back slowly entering his dick inside you. Sam pulls back from the kiss and lifts your legs onto his shoulder so he can go deeper. He slams into you, watching your face making sure you’re enjoying it. He loves to watch you, knowing he’s the one who’s making you feel so good. You throw your head back arching your body. He slams into you repeatedly keeping a steady pace, he watches you and watches what he does. You moan loudly when he starts to rub your clit.

“You like that?” He asks cocky knowing damn well you do.

“Yes!” You moan out, you hear a chuckle coming from him.

“You like when I fuck you?” He says going even deeper it didn’t even seem possible. You nod your head “words baby girl”

“Fuck, yes Sam!” You yell out closing your eyes. Your body is taken over with pure pleasure. Speaking and breathing is getting hard “oh my- Sam you’re so good” you say moans just coming out of you, you can’t control it.

You can hear Sam grunting, he starts going even faster. His fingers still rubbing your clit. You’re definitely not going to last long. Sam stops rubbing your clit and grabs onto your hips, he moves them with him slamming into you over and over.

“Fuck Sam!” You moan out your body going limp, you just lay there letting him have control of your body.

“I love when you say my name” he says through his teeth barely audible. “Scream my name” he says looking at you driving into you.

“Sam” you moan out

“Louder”

“Sam!” You scream out, he smirks at you, he can feel your walls clenching. He knows you’re super close.

“You gonna cum all over my dick?” He says trying to help you come undone “cum all over my dick, scream my name while you do it” he says sternly

“Fuck Sam!” You yell closing your eyes, your body completely limp, your legs shaking somehow, all you see is white. Sam thrusts into helping you with your high, he rubs your incredibly sensitive clit. You squirm trying to get him to stop, your hands grabbing onto his wrist trying to move him away but it’s no use, he’s way stronger than you.

Sam pulls out and flips you onto your stomach, his chest pressed against your back. “Be a good girl” he whispers in your ear, you whimper not knowing what he’s doing. His arm holds up your hips, his fingers rubbing your clit again. You squirm and whimper, you’re still limp from cumming you can’t hold yourself up so he does it for you. Sam slams back into you causing you to moan loudly he does the same.

Your head pressed against the bed, your moans are muffled and they’re more like cries. Sam rubs your clit at a good pace, but it’s so sensitive it’s intense. His thrusts are hard and fast. His other hand slaps your ass and massages it after. You’re a moaning mess and you don’t even know how to react right now. Everything is muffled and blurry, you’re in so much pleasure you can’t even think straight.

“Oh my god” you manage to get out. Sam slaps your ass again. You can feel yourself dripping you’re so wet. Sam slams into you keeping his pace, it’s incredible he can go this long. Something happens when he slams into you again, you feel a gush of wetness come from you, you scream feeling a pleasure you never felt before. Sam stops rubbing your clit and moving. You lay on the bed trying to catch your breath, completely done you have nothing else to give.

“That was so fucking hot” Sam says going back to thrusting into you. He’s close his thrusts are sloppy and his breathing is off. “I love fucking you” he whispers “I love your pussy” he says through his teeth. “I love your body” you moan in response. You love to hear it. Sam tightens his grip on your hips, you hear him moan “fuck Y/n!” he says as you get filled with his cum. He thrusts a few more times before flopping down next you. He lays there catching his breath.

“Wow that was great” he says in between breaths, smiling. You just nod, you haven’t even turned over you have no energy left. Sam lightly laughs at you flipping you over and pulling you onto his chest.

“Are you alright?” He asks playing with your hair

“Yeah” you say “I’m just tired” you say with a chuckle. He lets out a small laugh

“Let me get you cleaned up” he says getting up. He gets himself and you cleaned up. He gets dressed in shorts and T-shirt. He puts clean underwear on you and helps you put on one of his shirts. He lays back down with you holding you, you look up at him and smile.

“What?” He asks smiling back at you

“I just, I love you so much” you say smiling admiring him. It’s true you’re so in love with him.

“I love YOU so much” he says placing a sweet kiss on your lips. You smile and lay your head on his chest, his hands still playing with your hair. “Let’s just stay in bed all day, I wanna hold my baby forever” he says to you pulling you closer. You giggle and agree.

I hope this lasts forever.

****

Okay this took forever to get out, I’m sorry! I had writers block and was depressed lmfao

Anyway hope you enjoy! Let me know what you think, love the feedback!

Also I was thinking of starting a tag list message me if you want to be tagged when my stories come out!

Requests open!

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thefreewillsquad · 2 years

Text

Caught in the Act

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Dean Winchester x Reader w/ vagina

Smut, Friends to lovers

Warnings: drinking, cussing, voyerism, smut (lots of smut)

Word count: 4172

It’s been a while! Hey!

I still have a pile of almost finished fics, and this one seemed right to come back with. Have fun!

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“Sorry guys - store was closed! Guess I’ll have to make a run tomorrow!” you yell into the bunker as you arrive home, shaking the cold air off you. Nobody answers.

You sigh and make your way down the stairs and through the empty bunker to the kitchen to pull out one of the last beers - just as you close your hand around the handle to the refrigerator, a scrawled note pinned by a magnet catches your eye.

Gone to the bar. Dean’s waiting

up to see if you want to meet me!

- Sam :)

You smile, grab a bottle, then skip down the corridor to Dean's room.

You're way excited about this: the three of your haven't had time to kick back for weeks you’ve been so slewed with cases, and tonight you just want to get drunk and have fun with your favourite Winchester's.

The boys welcomed you into their hunting team a year back, when your paths had crossed on a wendigo case in your home state. Though it was the first time you met, their reputation obviously proceeded them and you’d known their name for years - despite that, you’d actually saved their asses that hunt, and when they invited you back to their bunker you accepted and just… never left. There were plenty of empty rooms available and the brothers were more than happy for you to take one: they liked having you around. Sam had taken a real shine to you and even went as far as calling you his little sister; and Dean loved having a friend with all the same interests as him. You and the older Winchester had clicked the second you first spoke to each other, and between classic movie marathons and long heartfelt conversations on the road you’d formed a real bond with each other.

The happy smile on your face spreads wider as reach Dean's door and jump through - before stopping dead in your tracks.

Dean is lying on his bed: head thrown back, eyes screwed shut, bottom lip between his teeth, with his hand wrapped tight around his cock.

Your face heats up with a furious blush, and you absentmindedly place your bottle on the dresser to your left before your drop it. Dean doesn't seem to have noticed you entering his room at all - you realise he has headphones in, though you can’t focus enough to come close to figuring out what’s playing.

You’re dumbfounded. Your wide eyes don’t know where to look, and you’re surprised by how instantly turned on you are by the sight of your best friend getting himself off. Like, really turned on.

Shaking yourself out of the shock, you turn as quickly and quietly as you can on the tiled floor to sneak out. Your shaking hand is just closing around the door handle when you hear:

"Fuck, Y/N!”

Your head snaps up to face Dean, planning a quick apology; it was all an innocent mistake, you can pretend it never happened, laugh it off even… but when you look up, the words disappear on your tongue.

He hasn't seen you. His eyes are still tight shut, and his fist is still pumping his cock. You watch him, wide eyed - did you imagine that?

“Feels so good, Y/N…” he groans through a staggered breath.

Oh God.

Dean Winchester is moaning your name.

Your breathe catches and wetness pools between your legs.

"Y/N yes, I'm gonna cum, Y/N fuck" Dean all but growls, and your conscience finds you - what are you doing?!

You duck out the room at lightning speed, carefully pulling the door behind you before tip-toeing down the corridor as fast as you can. By the time you reach your own room your heart is racing and your body is thrumming with arousal.

You used to have a minor crush on Dean when you started working with him and Sam, but once you realised your relationship was going to be more friendly than romantic you'd snapped yourself out of it and carried on - but now you knew that Dean thought of you in the same way? This is a game changer, and you don’t know what to do with the information. You close your eyes, and the image of his fist pumping his cock floods your mind, the thought of how his thumb rubbed his slit and how it made him groan your name makes a shudder run down your spine.

You stand and pace around your room, dragging a hand through your hair. You debate texting Charlie but know she won't be able to keep this to herself, and you know you need time to think this over. You pull your phone out anyway, thumbs hovering over the keypad unsure of what to do. Suddenly there’s three knocks at your door:

"Y/N, you home?”

You’re startled, and cough back a squeal before Dean opens the door and pokes his head in. His cheeks are still a little flushed, his freckles highlighted more so by it.

"How long you been back?" He asks nonchalantly in his deep gravelly voice.

His eyes burn into you, and for a moment you can’t say anything at all. Seeing him, knowing that the thought of you had made him cum not five minutes ago, has all your senses on fire. Your eyes linger on his long, thick fingers curled around the door frame for a second then you blink, and clear your throat.

"Only like two minutes, the store was closed. I saw Sammy's note - are we heading out?" You ask, surprised and impressed at how casual you sounded. A knowing look flits across Dean's face, but it passes before you can recognise it and now he’s smiling at you.

"Yeah, wasn't sure if you'd wanna come. If you're up for it we'll leave in ten?"

You nod in response and he shuts the door, leaving you to yourself again. Your conversation with Dean makes it seem like walking in on him never happened.

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The bar is lively when you arrive, and it doesn't take long to spot Sam at a booth with a cute brunette. You make your way over, Dean taking your coat as you go to sit down

"Hey Sammy! Who's this?" You ask cheerfully.

"I'm Marie!" she smiles at you. "You must be Y/N?" She seems nice, but Sam always manages to find the nice girls. Dean's made his way over and you see Marie eyes momentarily widen with the usual reaction people have when they see the brothers together. Dean slides in the booth next to you, squeezing your hip and making you jump.

"And this is my brother, Dean." Sam introduces.

The four of you sit and talk for close on an hour, laughing and sharing jokes, the Winchester's and you all being careful not to mention too much about your job. Marie is genuinely lovely, and you find yourself hoping that something between her and Sam works so you can see her again.

As the night gets on, somehow it's discovered that she's never played pool - something that shocks all three of you, who seem to spend half your life alongside a felt topped table. Sam insists on teaching her, and Marie insists on you coming over to play with them.

"Why don't we make this a little friendly competition then?" Dean suggests "Us versus you?”

"Best of three?" you ask, passing Dean a pool cue.

"Let's show these guys how it's done Y/N!" Dean shouts, fist bumping you, then seeming embarrassed by doing so.

"Don't listen to him, he's only as good as I am." Sam laughs as he gently touches the small of Marie's back.

Two hours and a few rounds of beers later, you and Dean are the victorious champions. As the excitement of the game and the couple beers had loosened you up a little Dean and you had been getting increasingly more unnecessarily close; your high-fives had turned into congratulatory hugs after good shots, and you'd made sure to bend just a little more teasingly when leaning to shoot. Dean had just played along, winking at you and mocking how much Sammy and Marie are openly flirting with each other; the little whispers between each other, how he leans his huge frame over her to help her shoot, the lingering eye contact. Admittedly, it's no worse than how the two of you are acting.

After a victory dance duet you couldn't bring yourself to be ashamed about, Marie gives you a quick hug.

"Thanks for a good night, but I should be heading home. Sam, you wanna walk me back?" She asks completely casually. Sam gulps in response, taking her arm and saying a quick goodbye to you both. Dean grins and slaps his little brother between his shoulder blades as he leaves, wiggling his eyebrows in a way that makes his younger brother roll hie eyes. The air shows a risk of going static once they leave, but you're determined to keep up your good mood.

"Wanna go home and drink more beer?” you ask Dean.

"Doesn't look like Sammy's gonna be joining us,” He winks as he swigs the last mouthful of his drink, “come on”. He pays the full tab even after you insist you'll chip in, then passes you your coat on the way out to the Impala.

You ride in a comfortable silence in the car, letting the soft buzz of Baby’s engine sooth you under the quiet drawl of Zepplin coming from the stereo. Your lips pull up in a smile, completely content.

"I know you saw me earlier." Dean says suddenly, turning to you with a small smirk that doesn’t quite meet his eyes. Your smile vanishes, and your heart drops.

“W-what do you mean? See what?" You stammer, but Dean chuckles and turns back to the road.

"You left your beer on my dresser Y/N.”

Shit. You totally did. You hit your hand to your head and laugh awkwardly- no point in hiding it.

"Oh my god I did didn't I?”

Dean laughs back with you, a real genuine laugh and you feel so at ease despite what you're discussing.

"I only went in to ask about going out, I left as soon as I saw what you were... doing." You cover your face, sure your cheeks are becoming a ripe shade of red.

"Sure you didn't sneak a peek?" He winks at you, and you swear your heart skips a beat.

"Dean Winchester are you suggesting I lingered?" You flirt back, enjoying the banter between you both. Dean laughs as he pulls into the bunker's garage, shutting off the engine and plunging you both into silence.

"It wasn't like it was a bad view" you add quietly, a little more sincerity to your voice. Dean exhales softly, and you worry you've said too much. You glance at him hesitantly and see he's staring down, a question caught in his throat.

"And I guess you heard me too huh?" He says a little nervously.

"...Yes." You say carefully.

"And would you feel the same way or..?" He asks, even more delicately. Your heart races.

"Yes." you almost whisper.

The both of you move in sync to reach across and join your lips, Dean's arm around your waist and his fingers tangled in your hair, yours gripping the nape of his neck. It’s as if an electric current surges through your body and you pull yourself into his lap, desperate to be closer to him: Dean tastes of beer and peppermint and you moan into his mouth as he dips his tongue into yours, tasting you.

"Do you want to...?" Dean asks between kisses.

"Fuck me?" You finish his sentence breathlessly and Dean softly bites your lower lip, groaning.

“God yes” he murmurs.

You’re all but dragged out the Impala with Dean, and immediately he's pressing you against the garage wall and kissing you hard, his whole body held against yours. The contact is driving you crazy, and you pull a leg up around him to pull him in closer just where you need him, and he moves down to press a wet kiss into your neck, just below your ear. You moan loudly, and Dean curses under his breathe before nipping at your earlobe and whispering "Bedroom. Now.”

He lifts you up with ease, wrapping your other leg around his waist as he carries you through the bunker, arms firm against your back and continuing to kiss you like it's the only thing he wants in the world. You're a little surprised when it's your bed in your room he drops you down onto, and you're about to question it when he growls "Yours's closer" huskily, before beginning to kiss his way down your chest.

You throw your head back on the pillow, and you can't even freak out about this happening because something about you and Dean just feels so right. You struggle to pull the shirt from his shoulders, followed by the tshirt over his head (why does he always have so many layers?) and then his lips are back on your chest and he's pulling yours off in return. Dean sucks in a breath when sees your lack of bra, and leans down to kiss you hard, moving his hands up to caress your bare breasts and making you moan softly into his touch before he moves back down and swirls a tongue around your nipple. You inhale harshly, moving your hand to clutch at his back as he continues to move down your body, licking the dip of your navel and sucking a love bite into your hip.

“Can’t wait to make you writhe underneath me darlin’” he mutters under his breathe in the sexiest voice that sends spikes of arousal deep inside you. All the time you’ve spent together up to this point not doing this seems horribly, horribly wasted and your body is begging for him.

You reach down and desperately try to undo the button to your jeans but Dean beats you to it, tugging them down your legs and leaving you just in your panties. He moves slowly, lovingly lowering himself to kiss the inside of your thigh.

“Oh God…” you pant out as he delicately sucks and licks his way up to your panties before moving down to start again on the other leg. He groans in response, rutting his hips against the bed as he holds off on his own pleasure to look after you.

You're writhing in anticipation, desperate for Dean to touch you and you're close to begging before his deep green eyes flutter shut and he licks a thick stripe over your covered pussy. You buck up into his mouth, making him clamp his arm down over your hips and pin you to the bed as you gasp, pussy now literally soaking your panties through. He looks up at you with a smirk, then hooks his fingers into the elastic of your panties, bunches them to one side and repeats his action on your bare pussy. His tongue is deliciously warm and wet on you, and as your eyes roll back into your head you lace your fingers into his hair, your other hand gripping the sheets as you let out a high pitched whine.

He licks you once more, slow and broad and making you even wetter before he pulls the penknife from his jeans and actually cuts your panties clean off you. You don't have time to protest because he's right back down on you, his full mouth covering you and sloppily sucking on your pussy, making you cry out. His tongue laps at you and when he nibbles gently on your clit you almost lose it, gripping hard onto his hair near tears at how good he’s making you feel so fast.

"Fuck Dean, please,” You beg, but he breaks you off by sliding two curled fingers into your pussy and immediately begins to massage the inside of you. With him pumping his rough fingers in and out of your wet cunt while simultaneously suckling on your clit, it's not long till you're gripping the sheets and screaming his name as you cum, hard, glad he's forcing your hips down because you're bucking and squirming and can't remember the last time you came this good.

Dean gently works you through it, lapping at your juices and refusing to take his eyes off you as he watches every second of your orgasm. When you start coming back to earth, he pulls himself up to kiss you fervently, the taste of yourself on his tongue makes you pull him closer with shaky arms making his erection grind against your pussy.

"You have no idea how beautiful you are when you cum Y/N." He groans into your mouth, and looking into his dark eyes you can tell he's serious. You smile warmly at him, kissing him gently before rolling so you're on top.

You place a chaste kiss to the anti-possession emblem on his chest, and move down to between his legs, undoing his belt buckle and pulling his jeans down, throwing them behind you to join yours on the floor. You bend down, leaving your ass raised as you get some payback by mouthing at his cock through his boxers. His eyes flutters shut and his breathe is so shaky you're almost worried.

You try to rip his boxers to match yours to no success and Dean's amusement, so you just pull them and immediately take his cock into your mouth in a way that knocks the breath out of the hunter. There's no teasing for him, he's been hard for at least a half hour now so you treat him, swirling your tongue round the head and hollowing your cheeks as you take half of him into your mouth. He's humming with arousal and he softly strokes your hair back into his fist so it doesn't get in your way. You move your hand to stroke the remaining length of him, and pull your mouth off him with a soft pop before spitting down on him, sliding your hand a lot quicker along his length

"Oh God you're killing me Y/N” He moans out raggedly, and you smirk before taking him deep in your mouth, eyes watering as his cock almost hits the back of your throat but Dean's moaning too loud.

"Baby baby stop, I'm gonna cum and I don't want to yet” he says, gently tugging at your hair to pull you up.

You pull off him smugly but he flips you over and pins you to the bed so quickly you don't even register the surprise.

"How in God's name did I get lucky enough to find you?" He whispers above you.

"You are so perfect." You reply, and you press your lips to his before he can deflect the compliment, "I mean it." you add.

Then he's kissing you again. His lips meet yours so softly yet so passionately, his tongue tasting yours while he cradles your neck in his hand. You love how much you're taking your time, this could have been a quick fuck but you both can feel how much this means by how much you're each savouring it. Dean gives you one final kiss before he raises himself up, taking his cock in his hand and lining himself up at your pussy.

You're begging and arching your back for him, but he teases you more by rubbing his dick along your soaked cunt, making you groan in frustration and pleasure. Biting down on his soft, cushiony lips, Dean slowly pushes himself into you and… oh god it feels so perfect, he's filling you so full you're speechless for a moment or two as he buries himself to the hilt.

"Fuck Y/N you're so tight I might cum right now..." he chuckles, only half joking.

"You better not" you groan and kiss him softly, desperate for Dean to make you cum again as you steadily rock back onto his cock, indicating for him to start moving. You need him to utterly wreck you. He shudders and slowly pulls out before pushing abruptly back into you, making you both moan and you throw your arms around him so you can dig your nails into his back. He fucking growls and slams into your harder, angling his dick just so that he's hitting that spot inside you over and over and oh god, this is easily the best sex you've ever had, without a doubt, and a lot of that is due to Dean’s skill but mostly just because it’s Dean, and you're not even sure how long you'll last without cumming all over his cock. His balls are slapping against your ass with every thrust, and you really don't want this to end soon so you flip him over, ending with you straddling him and him underneath you, dick still buried in you.

Seeing you straddling his thighs, split open on his cock with your breasts heavy and nipples hard is Dean’s biggest fantasy brought to life. His teeth are clenched and his eyes are dark: “Sweetheart you’re gonna be the death of me”

You raise yourself up, supporting yourself on his chest before slamming yourself back down and this way he's so deep in you you swear you can feel him in your stomach. You stutter and cry out, reaching blindly for Dean's hand to grab hold of. He interlocks his fingers with yours and grips you tight, using his other hand to grip hold of your waist and support you as you ride him.

You're so alive, spread open on Dean's thick cock and swear you've never felt this good until he starts thrusting up into you fast and hard, and now you know it’s the most pleasure you’ve ever felt, and all you can do is throw your head back and moan. He's filling you so deep all you think of is him and how good he's fucking you and how badly you need him to make you cum.

You speak in a breathy, high pitched moan when you beg, ”Dean please, please make me cum, you're fucking me so good I can’t take it”

You're speaking without thinking and God does that turn Dean on. He growls and wraps his arms tight around your waist, holding you still so that he can start fucking into you so hard at such an unrelenting pace that all you can do is hold on to him for dear life and let yourself be ravaged.

"Fuck Y/N… tell me you’re close because I'm gonna cum so soon baby” Dean manages to yell through gritted teeth, and all you can do is nod desperately and moan through your screams

"Baby I'm so cl-close pleasepleaseplease make me cum Dean, make me cum all over your cock please”

Your breathless words are making everything that little bit hotter and he bites his lips almost hard enough to draw blood.

“Give it to me baby, let me feel you cum” he looks into your eyes, and snakes a hand between your bodies to rubs your clit alongside his thrusts and then everything goes white. You’re screaming and moaning and cumming so hard you see stars, pussy clamping down around his cock and crying out his name with a mix of curses as you shake in pure ecstasy.

Having you fall apart above him, pussy spasming around his cock sends Dean over the edge and he throws his head back onto the pillows.

”FuckfuckohGodY/N, Y/N f-uckk" he groans as his hips stammer and his cum shoots up inside you. He’s clutching onto you, gasping and groaning and fucking his way through both your orgasms as your pussy continues to clench around him and milk his dick of all his cum.

It seems like forever till you both come down from your highs, sweating and panting hard. With a small wince you raise yourself off of Dean’s now oversensitive dick, and lay down to curl into his side, palm is flat on his chest, one leg thrown over his. He brings one arm around you, pulling you closer to him, and places his other on top of yours, resting on the steadying movement of his chest. There’s a comfortable silence that consumes you both as you pant against one another.

“I liked those panties” you pout softly, bliss still coursing through you. Dean’s chest rumbles underneath you as he laughs, and he brings a hand up to stroke at your hair.

“I’ll buy you a new pair baby” he chuckles with a gruff, sex destroyed voice, pressing a kiss to your head.

“Better than you imagined?” you ask teasingly. He lifts your chin up with a finger to look at you with adoration.

“Oh baby, we haven’t even begun what I was imagining”.

⋟─────────────────────────────

Quick Q does anyone have a way of making fictional characters real

Thanks as always to my gorgeous Supernatural tag list:

@deandreamernp @eunomiasloane @savvy-the-human @tatted-trina6

Let me know in my asks if you’d like to be added!

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thefreewillsquad · 2 years

Text

Coming Down From A Fight

Pairing: Dean Winchester x Reader (she/her)

Word Count: 1,131

Warnings: mentions of injuries

Summary: a witch had attacked them and injured Y/N so that Dean had to carry her out of there, unconscious and bleeding from a deep cut. She wakes up several hours later to a shaken up Dean.

The last thing she remembered was hot, blinding pain in her bicep and her name screamed in the distance before passing out. Or, well, Y/N presumed that she must have passed out.

Anyway. Right now, she was in that awesome state of not really awake but not asleep either. Nothing hurt, and they weren't in danger either, Dean probably had made sure of that. Otherwise Y/N wouldn't be able to rest, feel a scratchy blanket over herself, on the exposed skin of her arms.

Until something next to her rustled the sheets and made her wake up completely. And let the pain come in. Y/N's eyes snapped open involuntarily to a dim motel room. As far as she could see, there were two beds, one occupied by Sam, the other the one she was in. "Ouch, shit!"

"You're awake," Dean kept his voice just above a whisper to not wake his brother as well. There was undeniable relief in his tone too.

Y/N turned her head towards the sound and noticed that she wasn't alone in the bed. Dean was lying next to her, careful not to touch her anywhere near the injured arm. His face was creased up in worry, his eyes flying over her body, searching for hidden wounds even though Y/N was pretty sure that they did that already. For his sake, she forced a smile on her face before answering. "I am. Are you okay?"

"'course I am, babe. Are you?" He asked, one hand coming up to touch her cheek gingerly and keeping it there to be able to look into her eyes. There was something in his eyes that begged her to be okay, to be strong, to be still his girl even after he couldn't save her from the witch.

That just about did it for her. Dean was rarely this openly affectionate, rather a guy for quick hand squeezes and a kiss right before they went into the thick of it. Head always high and never showing weakness.

She must have been hurt pretty badly if Dean reacted like that, Y/N realised. So she nodded, ignoring the throbbing pain that pumped from her right bicep through her body. She could be strong for Dean. He needed to sleep. And if that meant that Y/N had to live through that bit of pain, then so be it. "I'm peachy. You stitched me back together?"

"Sammy did," Dean's eyes drifted to her arm for just a second, a flash of something clouding his face, "I couldn't do it. I'm sorry baby."

Oh Dean. Her heart clenched at the guilt and the pain in his voice. Now, Y/N raised her uninjured arm and put her hand on his chest, drawing his attention back on her. Dean's heartbeat was faster than usually, the adrenaline not entirely out of his system yet. "It's okay, babe. I'm not in danger anymore, thanks to you."

"There was so much blood, Y/N," Dean said after a moment of silence. The words sounded like bloodied shards of glass, like he had to spit them out before they hurt him even more.

Another clench to her heart. Y/N couldn't even imagine how a simple cut to her arm was such a close call. But these monsters were getting craftier by the day. Maybe she had been poisoned too? That at least would explain why she passed out in the first place and why her head felt still so heavy.

"I'm okay," Y/N stressed and pressed down on his chest, feeling his rapid heartbeat yet again.

And finally, Dean seemed to get it. All of his muscles went loose under her hand, even the ones in his hand on her cheek. He exhaled a stuttering breath and rolled fully on his side to really look at his girlfriend for the first time during their conversation. Y/N had almost died in his arms today and there had been nothing that Dean could have done to prevent it.

Luckily, Y/N herself didn't remember that particular part. All that was left of the attack was the slice to her arm after the witch had cornered her and then Dean's strong arms under her knees and neck. Carrying her out of the collapsing house like a fucking superhero in the movies. Then, darkness.

Slowly, she raised her hand and put it on Dean's head, scrubbing over the short hair. "You're not getting rid of me so fast, Sugar. C'mere."

Dean complied without protest for once, putting his head on her breastbone, just above the hem of the shirt. It was still the one Y/N had been wearing on the hunt and it smelled the part too. Underneath it though, was the more familiar scent of her body wash and warm skin that Dean had learned to associate with safety. He put a soft kiss right there.

Y/N smiled softly at the gesture and pulled her uninjured arm up to brush her fingers through his hair and hold him. At the same time, Dean's arms came up to wrap them around her waist. To make sure that she was alive and with him. To shield her from any more dangers.

"Better?"

Dean huffed a laugh against her skin. "Isn't that my line?"

Her chuckle vibrated through her chest under Dean's head. He threaded his leg between Y/N's, effectively pulling her even closer to him.

"Well, now it's mine," she stated and awkwardly adjusted the blanket with her free hand that was wrapped up in a bandage from her shoulder down to her wrist. It stung but she'd rather have that pain than freezing to death.

Dean reached down and helped until they were comfortable again. "You should catch some sleep, baby."

"You too, asshole," Y/N shot back, a smile on her face and even though Dean couldn't see it, she was sure that he could hear it in her voice.

"I would tickle you now if you weren't all hurt, y'know?"

"I'm taking advantage of that fact, dumbass."

Dean stuffed his laughter in her boob that was conveniently right there. She knew that he was thoroughly enjoying this. "Stop the name calling and sleep."

"As if-" a pair of lips stopped her from another remark.

Y/N sputtered for just a second before she kissed him back, surrendering to the attack. A part of her had waited for this since they started their banter so she opened her mouth just the slightest bit for Dean to decide whether he wanted to keep this going.

Unfortunately he didn't. With a last little nib at her lower lip, he drew back, a smug smile on his face. "Sleep, babe."

"Love you too," Y/N pushed his head back down to her chest with teasing force.

Dean let her and sighed contently. His girl was okay.

If you want to be tagged, click here or drop an ask/DM

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thefreewillsquad · 2 years

Text

Chocolate (Gabriel X Teen!Winchester!Reader) *PLATONIC

Characters: Gabriel X Teen!Winchester!Reader

Universe: Supernatural

Warnings: None

Request: hey can i request you do a teen!winchester!sister reader who is a huge prankster and has a sweet tooth meeting Gabriel for the first time?

You’d found yourself a comfy spot in the tree outside the motel, hidden mostly in the leaves, snacking on the chocolate that Dean had brought home the night before. Not for you, not that it mattered, it was yours now.

Keep reading

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thefreewillsquad · 2 years

Text

I Don't Regret What I Did

Pairing: Dean x reader

Warnings: cursing, alcohol, demon summoning

Word count: 1618

Description: 10 years ago, (y/n) made a deal with a demon to save Dean’s life after a hunt gone wrong. 10 years later, Sam and Dean find her whereabouts

10 years ago

I stood up, wiping my hands free of dirt on my jeans. My body shook with nerves. I knew demons existed and what harm they can cause, but even knowing how to defend myself from one still raises my anxiety. What makes it worse is I’m summoning one right now for good reason. A reason that I will never, ever regret.

Here I stand at a crossroad, waiting for the demon I summoned to make their appearance. My heart was pounding so hard, I could hear it. This will be the very first demon I have ever made contact with. I have been with Sam and Dean for a while now but never made contact or seen one since being with them. They always dealt with demons and angels. I never heard of the supernatural world till the boys saved me when I was kidnapped by a vampire nest. But I was still learning about this whole new world.

I felt a presence from behind, breaking me from my thoughts. A man with jet black hair, a black suit and a red button up shirt under his jacket, stood several feet away from me with a wicked smile on his face and his eyes red. “I’ve been waiting for you.”

When I didn’t say anything, he continued. “Everyone in Hell knew the Winchesters had someone else on their team. By now, we all thought you would be dead. Since that seems to be the theme.”

I clenched my fists, anger filling my body.

“Speaking of death, I believe dear ol’ Dean is headed that way, am I correct?”

I nod, swallowing hard. He continued,” and you’re here to prevent that from happening. I’m surprised it’s you and not Sammy.” he paused for a moment, realization hitting him. “You’re in love with him. Oh, this just keeps getting better and better.”

I let out a groan of frustration and annoyance. “Can we just get this done and over with?”

He chuckles. “Why? Just so you can get back to your lover? Why not just let him suffer for a bit longer?”

Now I’m understanding a little bit as to why demons fucking suck. I run my fingers through my hair, calming myself down. “Dude, could you just shut up! I want to get this done and over with.”

He groaned. “Fine. You’re no fun. Once you do this, there will be no going back.”

I nodded. “I know.”

He beckoned me with his finger. My heart raced as my body started to sweat. I was terrified of what I was about to do. I don’t know much when it comes to selling your soul. Sam and Dean never would answer my questions or talk about selling your soul. Now, I am about to find out what it’s all about. I chose to do this and it’s too late now.

I now stand in front of the demon, scared. My heart was still pounding heavily and drops of sweat were soaking into my clothes. He gently grabbed my chin and turned my face to look at him. His eyes were the first thing I noticed. A beautiful but haunting, icy blue eyes stared right into mine. His face still wore a wicked smile. As if time had slowed, he leaned towards me, his soft lips meeting mine.

The moment the crossroad demon pulled away, he gave me one last wicked smile before snapping his fingers, disappearing right before my eyes. I was now alone in the middle of the crossroad; my body numb. How this night went wasn’t what I imagined. I thought the crossroad demon would torture me and leave me dying or reach deep within me and rip my soul out causing me great agony.

In fact, I feel nothing. I don’t feel guilty for doing this.I don’t feel happy that Dean is going to be okay. I don’t even feel sad that I don’t plan on staying here with Dean and Sam anymore. I let out a breath I didn’t realize I was holding in and started moving my legs. There was no point in standing here anymore and it was probably best to grab my things from the motel before Sam sees me.

After I grabbed my belongings, I hijacked a car and quickly left town.

* * * * *

Almost 10 years later- a week before (y/n)’s time is up

Third person POV

Pop music blared from the stereo as men and women grind against each other, drinking from red solo cups. Some rich kid, technically an adult who is in his twenties, was throwing a party while his parents were away. No one bothered to question why he was still living with his parents. As long as they have alcohol, no one gives a shit. And one of these partiers was dear ol’ soulless (y/n).

She was grinding against some guy on top of the coffee table that sat in the middle of the large living room, not a care in the world. She had a cup filled with whatever alcohol that was being served and the other hand rested against the man’s neck behind her. These last several years were spent without a worry. After she had grabbed her belongings from the motel, she hightailed it out of there and out of the state.

Now, she’s in Los Angeles and has been for the last three years. When she first arrived, she met a perky blonde. The blonde, Kayla, wasn’t exactly the brightest girl but she knew her way around Hollywood. She knew how to get into private parties hosted by celebrities, who has the best drugs, what alcohol gets you drunk faster, who to avoid, and so on. Kayla was like a leech, the second one senses you, it attaches itself quickly and refuses to let go until it’s had its fill of you.

(Y/n) found her rather annoying but soon enough tolerable after the first few parties the blonde got them into. She found it fun to have no soul. She’s partied until the sun came up, snorted drugs till her nose started bleeding, and fucked whoever caught her eye. Life was good but in a week, she knew it was time.

First person POV- (Y/n)’s POV

My hair slightly stuck to the skin of my sweaty neck. It was the middle of June, hot as hell. I wore a crop tank top, shorts and open toe high heels. I danced on top of a coffee table, grinding my ass against some random guy behind me; his hands resting on my hips. I caught his attention when I first arrived at the party. Kayla handed me a red solar cup filled with whatever was being served.

“Have fun,” she winked at me before walking away.

I took a large sip of my drink before looking around. My eyes noticed the coffee table that sat before the couch and I smiled at the thought of dancing on top of it. Something I would never do having a soul. I motioned the guy to follow me, drinking as I maneuvered through the crowd. When he met me at the table, he helped me get on top, him joining me right after. And that's where we are now, grinding to the blaring music.

Just as I finished chugging the contents in my cup, a hand wrapped around my wrist and an arm wrapping around my waist, pulling me from the table. My cup fell out of my hand just as I looked at who pulled me. Dean and his brother Sam. Luckily I couldn’t feel fear so I just smiled at them. They both looked annoyed as Dean dragged me out of the house, Sam following. We walked away from the large driveway and far down the street where my eyes noticed the ever so familiar black and sleek impala.

Dean pushed me against it, his arms on either side of me. I stared into his eyes as he stared into mine. He was angry, no, livid. Smiling up at him, I spoke, “You know, I never realized how sexy you are when you’re mad.”

He scoffed and walked away, running his fingers through his hair. I looked over at Sam, who was watching me and he, too, was livid but there was a hint of sadness in his eyes. I looked back over to Dean. He turned to face me and spoke, “What the hell were you thinking?”

I rolled my eyes, “I was thinking of you, Dean.”

“Why?” he argued.

“Why?” I repeat. “You’re seriously asking why?”

“Yeah I’m asking why!” he shouts. “You should’ve let me die.”

“Let you die?!” I yell. “Let you fucking die!” Even though I couldn’t feel anything, I couldn’t help but yell. I guess it was a natural response. “I wasn’t just gonna sit there and not do something, Dean! I didn’t and still don’t want to be here without knowing you and Sam were together and that you two were okay. I didn’t care what it took to save you. And I will never regret what I did.”

With that, I started walking back to the party. But I was pulled back and Dean’s lips slammed into mine. I could feel this electric spark the second our lips touched. I felt high. High as if his lips were a drug. A drug I could overdose on, yet still live to continue consuming it. It is a feeling I could never live without. I knew I could never live without Dean.

We pulled apart and I looked into his green eyes and knew I had to get my soul back.

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thefreewillsquad · 2 years

Text

dean was right for this

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thefreewillsquad · 2 years

Text

𝐩𝐫𝐞𝐭𝐭𝐲 𝐩𝐫𝐢𝐧𝐜𝐞𝐬𝐬

𝐩𝐚𝐢𝐫𝐢𝐧𝐠: dean winchester x fem!reader

𝐬𝐮𝐦𝐦𝐚𝐫𝐲: nothing’s better than hunting ghosts, burning bones, and… pretty princesses?

𝐢𝐧𝐜𝐥𝐮𝐝𝐢𝐧𝐠: just your typical supernatural warnings (ghosts, desecrating graves, and of course, sexual innuendos)

𝐰𝐨𝐫𝐝 𝐜𝐨𝐮𝐧𝐭: 2220

𝐚/𝐧: first time writing for supernatural. started the show about a month or so ago and am already on season twelve.

“Dude. Seriously?”

Dean rolled his eyes at Sam who was currently crying. Sam sputtered out a few coughs before turning to his brother and attempting to pull himself together, “I’m sorry, man. But this is so hilarious.”

“And what, pray tell, Sam, is so funny about this?”

Sam started laughing again, sending him into another fit, “I’ve never seen you like this before. You’re like a freaking puppy. You should’ve seen how you looked at her.”

The her Sam was referring to was the girl they’d met while working a case. They weren’t the only hunters on the scene so when they bumped into you while using one of their many aliases to interview a witness, they were shocked.

“Hi, there. Agents Smith and Smith, no relation. We’d like to ask you a few questions about what you witnessed two nights ago.” The brothers pulled out their badges, and the owner of the house they were investigating waved them off.

“No worries with that. Your other partner is here. Come on in.”

Sam mouthed to Dean, “other partner?” to which the older one shrugged, brows furrowing. They followed the woman into the house, the smell of cookies filling their noses. They rounded the corner and saw you, pantsuit on, drinking the sweet tea the woman made for you.

“Agent Parker, you didn’t tell me your handsome partners would be joining us.” The woman winked at you, causing you to stifle a laugh, “Sorry about that, Mrs. Miller, must’ve slipped my mind.”

“Anyhow, how about I go fix up some more tea for you boys?” She didn’t wait for the response before heading to the kitchen, humming a little tune.

“So… Agents Smith,” you tilted your head to acknowledge them both, “and Smith, what do you say we work this case together?”

Dean didn’t trust you at first, because when does he ever do, but over a drink you had with them that night, he was ready to push his ego aside and take you up on your offer of assistance.

That lead to a sneaking into a building after closing hours and doing your best not to trip any alarms. The darkness made it difficult to maneuver around and you constantly found yourself bumping into one of the brothers when you got in a tight spot.

The three of you almost got busted by a security guard and after deducing that now probably wasn’t the best time to be searching for an angry spirit, you headed out.

“So, we’ll come back during the daytime. It’s less suspicious that way. Besides, I would really appreciate not falling all over the place,” Dean said, already having come up with the game plan, as he shoved his duffel bag into the trunk of the car.

You and Sam agreed. Honestly, the both of you were tired of knocking into each other so this idea seemed the best. You started for your car when an idea came to mind.

“Hey, Dean?” You called, just about to get in. He hummed in acknowledgment and turned in your direction. “If you fall again, don’t worry. I’ll be there to catch you, Princess.”

And with that, you got in your car, a smirk on your lips as you turned the engine and drove off. Dean was still staring at the place your car was parked previously, almost stuck in a trance.

Sam nudged him with his shoulder, “Hey…” Dean looked at him with furrowed eyebrows and confusion written all over his face. “You okay there, Princess?”

The older brother narrowed his eyes, got in the car, slamming his door shut. Sam laughed, “Oh, come on. You’re not seriously mad, are you? It’s okay, don’t have a hissy fit, your tiara might fall.”

Dean ignored him, rolling his eyes and cranking the volume up on an AC/DC song that started playing. Sam only cackled at that, making more jokes all the way to the motel and then after Dean got in the shower and the rest of the night.

It’s safe to say, Dean was not feeling it.

Fast forward to the next day and Dean had just about had it with you and Sam ganging up on him. It was like one big episode of ‘How Many More Jokes Can We Crack?’

“Hey, how about both of you shut up and help me dig this grave?” He huffed out as he stabbed his shovel into the soil.

When he saw the two of you share a look, he knew you were up to no good. You walked over to him, your hands behind your back and a seemingly innocent smile on your face, “Don’t worry about that, princess. Wouldn’t want you to get all dirty now, would we?”

“Jesus.”

“One, two, three…”

“Drink!”

You all threw back the liquor in those tiny shot glasses and instantly recoiled at the bitter taste. Squeezing your eyes shut, you shook your head and let out a laugh, “Well that was something.”

Sam joined in, already feeling the mix of the beer he had earlier and that third round of shots hitting him. “Yeah, you bet. I mean who woulda guessed we would make a friend while hunting down evil?”

“Correction: a very attractive friend,” Dean added on, sending a wink your way.

It was good - moments like this. It wasn’t often you could unwind without having to worry about what might be creeping around the corner.

You leaned forward, finger tracing his jawline, watching as his eyes tracked your movements, “Let’s not forget this very attractive friend can kick your ass.”

Dean laughed nervously, and you could’ve sworn you saw a hint of pink on his cheeks. “Oh, you could kick my ass all night long, sweetheart. I sure wouldn’t mind.”

“Or, I don’t know,” you sighed, leaning back in your chair, swirling your straw in what was a something-hurricane. It lived up to its name because after once sip, you already felt like you were being swept away. “We could do something else all night long.”

Sam stopped babbling over whatever he was babbling about and Dean, sweet sweet Dean, looked like he’d just short circuited. He choked on his beer, eyes wide, “W-What?”

Sam looked at you then at Dean then back at you. He burst out laughing, hand slapping the table. Dean just stared at you, all doe-eyed, and it made you want to wipe the look off his face with a kiss.

You were sure the liquor had something to do with your bluntness. Sure, you weren’t especially shy, but you also weren’t the type to say something that bold without a little bit of liquid courage.

You joined in with Sam, the both of you giggling. Yep, definitely the liquor. Once the two of you finally died down, you breathed out a heavy breath, looking up to see Dean still staring in a daze.

“Hey, princess? You still with us?”

He averted his gaze away from you and scratched the back of his neck, shifting in his seat. He mumbled something under his breath about you trying to kill him and all it did was cause your lips to stretch into a wide grin.

“Aw, Sammy,” you pouted, nudging the younger Winchester with your elbow. “I think we made the princess upset.”

Sam snickered, the full effects of the alcohol settling in, “Oh, yeah. We definitely did. Do you,” he hiccuped, taking a moment to catch his breath. “Do you think he’ll have a hissy fit?”

Before you could respond, Dean grunted, casting a glare at the two of you. “I’m the only one who can call him that and I swear if you call me princess one more time, you’ll regret it.”

You laughed, taking a sip of your drink before blurting out, “Yeah? Whatcha gonna do if I don’t? Spank me?”

The incredulous looks you got from both boys were priceless and if you weren’t so embarrassed by what you accidentally let slip out, you would’ve snapped a picture.

“Wow…” Sam mumbled, a dopey grin on display. “You guys should just, I don’t know, have sex already.”

You and Dean both flipped around, staring at Sam as if he’d said the most atrocious thing. He only shrugged, face scrunching up, “What? Just stating the truth.”

The embarrassment you and Dean underwent led to the both of you throwing back three more rounds of shots, which in hindsight was not such a great move.

Sam, the lightweight is, was already passed out and the two of you were soon to follow. It wasn’t until an hour later when the bartender woke you up did you go back to the motel. Considering you hadn’t planned on staying in one, you went back to their room and crashed in a bed, calling it a night, morning… whatever the hell time it was.

The next morning, you woke up to the sun shining way too brightly through the window and groaned, burrowing your face in your pillow. You started to fall back asleep when the pillow you were so comfortably resting your head on started moving.

You shot up, instantly regretting it, and felt your entire body warm when you saw what you were really laying on. Your sudden movements seemed to wake Dean up and he grumbled something before realizing what was going on. He looked at you and then under the covers when he saw neither of you had shirts on.

“Did we…”

“Oh, my god. We totally did.”

You were both mortified to say the least, eyes wide and shocked expressions on both your faces. Now, normally this wouldn’t be a bad thing. It was safe to say that the two of you were attracted to each other but if you had sex, you wanted to remember it. And the only thing you two could remember was being drunk off your asses, stumbling away from the bar, singing the ‘Golden Girls’ theme song.

Sam entered the room, a bag in one hand and coffees in the other. He noticed you were up and slammed the things down on the table. Okay, maybe that’s an exaggeration but with how your head pounded against your skull, every noise was at tenfold.

“Morning, sunshines. While you two were getting your beauty rest, I’m talking about you Dean, I went out and grabbed us some breakfast. There’s donuts and coffee.”

When neither of you moved, still glued to the bed as if by not getting up, it would erase what obviously went down last night, Sam cast a concerned glance your way, “Guys?”

“Why do you look like that?” He asked, stuffing his face with a glazed donut.

“Sam,” you started, clearing your throat, “Apparently, Dean and I—” You glanced over at the aforementioned person, “Did some… let’s just say not PG rated things last night.”

“Not PG rated things I can’t even remember,” Dean mumbled, sitting up properly and running his hands down his face.

Sam looked at Dean to you and back to Dean, just like he had last night. “Seriously?”

“Sammy, it’s not like—”

He cut him off laughing, and Dean and you looked at each other, sending confused looks.

“Guys, you didn’t have sex last night, don’t worry. If you’re wondering about the no shirts thing - you both kept complaining about being and I quote “scorched by the fucking sun” and threw them at me.”

You and Dean let out sighs of relief at that before Sam opened his mouth again, “The only not PG rated thing you did last night was undressing each other with your eyes. God, I swear, I thought you two were going to have sex right in the bar.”

If you thought drunk Sam was a menace, totally sober Sam was worse. Your eyes widened and you quickly shifted out of the bed, searching the ground for your shirt, anything to keep your hands busy. Dean mumbled something about needing to use the bathroom.

It’s safe to assume that the two of you were embarrassed, badly.

After breakfast and ensuring that the angry spirit you were hunting wasn’t around, you said your goodbyes. Just like two nights ago, before you got in your car, you turned to the boys.

“It was nice meeting you two.”

“Same here, make sure you keep in touch,” Sam said, flashing you a smile before shoving his bag in the backseat.

“Of course, and hey, Dean?”

He hummed, meeting your eyes and by the glint in them, he already knew you were up to no good. “If you’re ever free, give me a call. I’ll make sure you’ll have a night neither of us will forget. It definitely won’t be PG rated.”

You slid in your car, leaning your head out the open window, “And if you wanna be a pillow princess, I’m all good with that.” You threw a wink at him before starting your car and pulling away.

And just like that night, Dean was left there, starting after you, the same puppy dog expression on his face. Sam cackled, throwing his head back, “Man, you’ve got it bad.”

Dean shot him a glare as they started driving back home. Sam continued laughing and Dean rolled his eyes, huffing under his breath.

“It’s okay, Dean. At least you’re a pretty princess.”

𝐚/𝐧: let me know if you have any suggestions. also, feedback is golden for me, so please let me know what you think :)

— diamond

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thefreewillsquad · 2 years

Text

Stay Put

Sam Winchester

Warnings: smut 18+

Summary: Dean locks you and Sam in a car to force you guys to get along. His plan worked out way better than he thought

(Back to editing pics :))

Dean and Cass were sitting in the front with you and Sam in the back. You guys were driving back to a motel just off the freeway. It was around 1am and you guys had been driving all night. “Do you ever shut up?” You looked over at Sam trying not to scream at him. “Could say the same about you.” He sneered. The whole car ride you and Sam had been bickering back and forth. Dean sped up finding a rest stop and soon the car jolted to a stop. “You two stay put.” Dean pointed at the two of you. “What the hell Dean?” Sam spat out at his brother. Cass shared a look between you and Sam. He was just as confused as the two of you were. “I can't sit here with him.” you scoffed looking at Dean. “Well that's too bad.” He said with a smirk. “Can you at least leave the keys?” Sam shouted. “Nope.” Dean held them tightly in his hand. “It's so hot.” You fanned your face. “Won't be long.” Dean gathered his stuff and was laughing to himself. “Cmon Cass.” Dean says, slamming his door. “Why are we leaving them?” Cass turned to Dean. “They need to learn to get along.” Dean snickered. “Oh okay.” Cass nodded.

“Can you move?” You looked over to Sam. “No need to be sitting right next to me.” You shoved him. “I swear to god if you don't stop.” Sam sneered moving in closer to your face. “Or what Sammy?” you laughed. He hated when you called him Sammy, to him only Dean could call him that. “Just shut up for once.” He says, closing his eyes and shaking his head. “And if I don't?” You smirked. There was always a sexual tension between you and Sam it was undeniable. Knowing Dean he most definitely picked up on it. “Might have to fuck the words out of you.” A smirk grew on his face. “Then do it.” You turned towards him. Sam grabbed you by your legs pulling you closer to him. Your head was placed in his hand as your lips attacked each other. Fuck it felt so good. He pushed your back against the car door and kissed down your neck sloppily. The car was heating up, the windows were getting fogged up no one could see in or out. When his hands trailed down to your shorts he unbuttoned them and slid them off. “Sammy please.” You whined as you felt your arousal dripping through. “Be patient, I'm only getting started.” He says as he ripped off your thong making you gasp.

Sam harshly spread your legs, one went onto the floor and the other leg was over the seat. His breath only your wetness made you buck your hips up towards him. “Stop.” He warned using one hand to press down on your stomach. “Please Sam please!” You whined as he sat there taunting you. He slid two fingers over your solds and inserted two curled fingers. You arched your back and pushed into his hands more. “You're so wet.” A smirk grew on his face. “Keep going please.” You winced as soon as his fingers harshly curled into your g spot. He licked his lips and coated your pussy in his saliva, licking sweet circles into your clit. “Sam!” You screamed tugging on his hair when he found the sweet spot. Your legs twitched as he sped up his pace.

The intense feeling was building up. You wrapped your legs around his neck and squeezed your legs trying to hold out. Whines and pants filled the car as you tried to hold it in. “I can't.” You say in between breaths. “Hold it.” You squeezed your eyes tightly and squeezed all of your muscles at once. “Cum on my fingers pretty girl.” He mumbled. “My god!” You screamed as you Instantly released cumming all over his mouth and fingers. “Good girl.” He smirked, licking up his fingers and around your mouth. “Now are you gonna fuck me or what?” You cocked an eyebrow at him. “Harder than you could ever imagine.” he hissed, dropping his pants down. His hard throbbing cock sprung out against his stomach. You looked at him shocked, you never thought he'd be that big. He looked down at you and started stroking his cock teasing you. “Please!” You whined. “Do you think you can take me?” He stroked himself harder. “Yes yes yes.” You yelled out. “If I hurt you, that's on you.” Sam smirked.

Sam forcefully pushed your leg pushing into you with no warning. You screamed and dug your nails into him with no mercy. “You feel so fucking good.” He grunted whilst he pounded into you mercissley. Your head was hitting against the car door but you could care less, the way sam fucked you was unreal. Loud moans fell from your mouth only powering him more. Your moans were like fuel for a fire. “Fuck me like you hate me.” You dug yourself neven harder into him. You were in pure bliss, ecstasy flowing through your body. “That's easy. Ill fuck you like i wannna kill you.” He says in between pants. “Fuckkk.” You whined as your eyes rolled back. The skin slapping skin filled the car, no other noises were heard. Dean and Cass could be back any second yet he was deep in you. “Sam. I'm gonna cum again.” You panted. “Hold it. I'm about to.” He says gripping you tightly. In one last pump he spilled out into you, his moans and groans tipped you over the edge cumming around his cock. “Fuckkk.” He moaned out heaving over you. Both of you were trying to catch your breaths. He collapsed off of you and into the seat. Beads of sweat were dripping down his face. “My god, we're doing that again.” Sam laughed as he pulled his pants back on. “I'll be sure to anger you.” You smirked.

After a while of sitting in silence Dean and Cass came back. “Where the hell did you guys go?” Sam asks. “Went to eat.” Dean hopped in the car. “Hi, we're hungry too.” you felt yourself getting agitated. “I think Sammy already ate.” Dean chuckled. Your face got bright red and you looked over at Sam with your jaw clenched. The whole car fell silent. “What, am I wrong?” He laughed. “Dude just go.” Sam said, wiping the sweat from his head. “Good thing I left you two to get along. Now it'll be peaceful.” Dean says. “Was this your plan? All along?” You looked at Dean through the rearview. “Of course it was.” He winked. “Cass, why would you let him do this?” You ask. “I wasn't in on this. All dean.” He says.

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@valeriiecameron @rafeslineofcoke @storytellingwitht

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thefreewillsquad · 2 years

Text

Innuendos

Pairing: Dean Winchester X Reader

Summary: You can’t help but spout sexual innuendos at random times, the third time you do it accidentally, it riles Dean up to the breaking point

Words: 2,066

Warnings: NSFW 18+, Crack, has shameless smut, dumb innuendos that still make me laugh, kind of a mixture of angst, fluff and smut, nudity flashing, resolved sexual tension, soft!dom Dean ;)

A/N: Repost of my own, but this time with my improved writing lol. It was the first smut I had ever written... And I'm proud of it ;) dividers by @firefly-graphics

Hope you like it Xx

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“Oh shit!” Sam spits out the coffee, his hands immediately reaching out for the bottle of water.

“How can you two even drink it? It’s boiling hot!” He exclaims as he looks between you and Dean chugging the beverage like it's at room temperature. Both of you just shrug in response.

A light bulb goes off in your head, devilishly smirking, you lock your eyes with Dean, and then make your mouth a perfect 'O' before sucking your cheeks, “I don’t know Sammy, did you try blowing?”

It’s Dean’s turn to spit the coffee out, but he coughs to disguise it, the tips of his wars turning pink. Your smirk is replaced by an evil grin as you continue to innocently sip your coffee.

You lick your bottom lip with an added bit of entice when you notice Dean staring at you with a dangerous glint in his eyes, which is actually advantageous for you.

Sam doesn’t realize the double meaning behind your words until he notices the looks you and his brother are exchanging. He scrunches his face in disgust as he groans, “Get a room you two!”

The three of you have focused your binoculars on the man's house as you sit in the backseat of Baby, trying to be incospicuous between the shadows left in the blindspot of the two streetlights beside you.

You’re keeping an eye on a person who you suspect to be the next victim... Which doesn't seem right to be doing at this moment.

Especially so since the guy has just come out of the shower with only a thin towel covering his modesty.

The delivery guy who had just gone into the building a few minutes prior is visible when the man you're keeping an eye on opens his main door and accepts a big box from the former.

It's clear that he doesn't know or expect anyone to be spying on him because when he sets the box down, he isn't too careful and the towel drops, with the man having no inclination of wrapping it around himself again -

- and giving you all an unwanted eyeful of, well, everything.

You gasp and let go of the binoculars in dubious surprise, looking away to see that the boys have done the same, just with disgust painted on their face which you're sure you have too.

In the rush, Dean's hand accidentally hits the horn, making you and Sam jump.

A few minutes later, silence returns to the area as you wait with bated breath to see I'd anyone in the neighborhood waits up. When only one light is turned on from the house next door from the victim's which is switched off some seconds later.

As you three breathe out a sigh of relief, you can feel involuntary laughter bubbling in your chest.

Dean looks at you with a scowl.

"What?" You ask, to which he replies, "Why did you laugh?"

Your brain decides that it's time to make everyone more uncomfortable, so before you can stop yourself, the words just tumble out of your mouth, "I was just really surprised by how big his package was."

You earn simultaneous glares from the Winchesters, and you being the shameless person you are who never backs down, smile broadly st them.

Sam is the first one to break. He rolls his eyes and turns his head to the front, promoting Dean to snap out of his surprise and snort with a thumbs up aimed at you, to which you respond with a wink.

When the third time it happens, you're not even aware that you made an innuendo, but it fetches you the best result of them all.

You are pretending to be a newly married couple for a case, just stopping by to spend a couple of nights at the hotel where supernatural things are reported to be happening.

Sam gets another room like he has been ever since you and Dean got together, which helps to avoid any suspicion.

You're there to investigate why every married man who stays at the hotel keeps disappearing. You have a theory that it has something to do with the bar, and Dean agrees to look more into it.

You put on a little black dress which makes you feel sexy as Dean trades his usual plaid for a simple but tighter-around-the-biceps T-shirt, making you smack your lips at which he chuckles.

There's a grunt of appreciation that comes from him when he notices what you're wearing, and he slaps your butt playfully before you pull him out of your room.

You're fiddling with your mock ring as Dean talks to the bartender with his hand on the small of your back, his palm touching your skin thanks to the low back of the the dress.

Dean is trying to gather information from him, and as much as you want to participate in the conversation, you're getting frustrated from the bigger size of the ring which, for the fifth time since morning, falls off your hand.

You groan in annoyance and nudge out of Dean's hold to pick it up. The latter looks at you in concern when you stand up right again, his arm sliding around your waist once more as he checks you over to see if anything is wrong.

Pouting, you point at the stupid ring. "Sorry, it just keeps slipping out."

Suddenly, Dean's pupils dilate and his grip on you tightens. You realize what you said as your eyes widen.

Embarrassment swims up your spine as you blush, biting your lip and avoiding his gaze, thus not noticing the darkened expression on your boyfriend's features.

You’re back in your room, removing your heels with one leg on a chair which causes your dress to hike up a little, drawing Dean’s eyes to your exposed skin as they shamelessly move up your body.

In a sudden movement, your back hits the mattress, causing you to bounce a bit while Dean's hands cage you against the bed as he leans over you, lust clear in his blown eyes.

“This dress looks so sexy on you, sweetheart,” he whispers in your ear, and then his teeth tug at your ear, pulling a moan from you, “but I can’t wait to rip it off your body.”

His lips start leaving small kisses on your neck while his hands roam your body leaving fire trailing everywhere before they move up.

Dean captures your mouth in a sloppy kiss as he caresses your breasts. Then, his left hand pins your wrists above your head while his other hand moves south, stopping when his fingers come across the dampened cotton of your panties.

"So wet for me already?" He rasps, his voice more gruff than earlier which makes you shiver in want and whimper, "Uh-huh."

Dean's thumb rubs at your clothes core, drawing a moan from you, his lips sucking on the sweet spot on your neck. "The bartender almost got a show of what's mine when you bent down to pick up the ring. It was all a ruse, wasn't it? You just wanted to rile me up."

You open your mouth to protest, to say that the ring wasn't really your size and it wasn't your fault, but before you can get a word out, Dean silences you effectively by kissing you passionately, which you definitely don't mind.

Dean's kisses always adapt to whatever setting you two are in.

When you had to sell your newlywed act to a nun, the kiss had been a chaste one, short and sweet but had still made butterflies flutter in your stomach.

But, right now, his lips feel like an outright sin, plump and chapped and oh so rough against yours, and you feel yourself giving in, accepting whatever he said if it means that he'll keep going on.

Dean loosens his grip on your wrists and positions your hands behind his neck. Before you can blink again, your panties are removed in one swift motion.

A thick finger teases your clit, spreading the wetness before it enters you, causing your back to arch. A few pumps in and he adds another.

You let out a small cry of ecstasy and your eyes flutter close as Dean curls his long fingers, brushing against a spot that makes you see stars.

You grip his shoulders tight, your nails digging into his skin as you get close to your climax -

and he shifts abruptly. You want to push him off and curse him to hell and back but then he moves lower, his face now between your legs.

When you feel his warm breath where you need him the most, you entangle your fingers in his short hair, eliciting a deep groan from him.

You tug at his hair as the assault from his fingers continues while he makes his way from kissing your inner thighs to your clit.

The pleasure intensifies when his tongue swipes across your sensitive nub, hands leaving him as you twist the sheets beneath you.

"De-Dean, fuck!" You breathe out, the knot of pleasure close to bursting once more.

He doesn't stop, but looks up as your gaze catches his, and you can tell he would be smirking right now if his mouth wasn't otherwise occupied.

"Let go for me, sweetheart." With immediate effect, the powerful rush takes over your body as you shake with pleasure, his fingers riding your orgasm as it slowly subsides.

Panting as you come off your high, you pull him up and kiss him, his teeth grazing your lower lip roughly and you moan at the taste of your juices on his tainted lips.

Pulling away, your hands tug on his T-shirt as you look at him with lust blown eyes, “You have too many clothes on.”

“So do you,” You laugh as he slips off your sleeves.

You get off the bed and unzip your dress, letting the it pool around your feet before you step out of it, your chest bare since you hadn’t bothered to wear a bra as it was virtually pointless.

But by the way Dean’s eyes are following your every move as you walk to the end of the bed, you know it was the right decision.

You sink to your knees on the ground, patting on the bed in front of you with a smirk. He rushes to get in position, his legs on either side as he sits in front of you, shrugging his T-shirt off eagerly.

You palm his bulge through the jeans, earning a playful scowl, “Fucking tease.”

You pucker your lips, “And it’s okay when you do it?”

“Just-uh, I-I won’t last long if you do, sweetheart.”

You give in to his plea, doing a quick work of freeing him from the confines of his pants and boxers, and you take him in your hand. Dean starts panting as you give his hardened length a few strokes before you dip down your head to give his slit a kitten lick.

Your thumb picks up his precum and smears it before your tongue runs along his hardened shaft a few times. You take him in your mouth, inching forward until he’s deep in your throat. “Mhm,” he moans, “Fuck Y/N!” He pants as you start sucking in and swallowing."You look so hot right now.”

You start bobbing your head in response, looking directly in his eyes as you see him practically melt in front of you. He grips your hair and you hum contentedly, the vibrations from your throat making his eyes roll back as you hold the base in one hand and fondle his balls with another, your saliva lubricating your actions as he grunts and moans.

With one hand he clutches the sheets hard as he edges towards release, and then he gently pushes you away breathily murmuring, “I love your mouth, but I need to come in your pussy.” With a hum of approval, you let go of him with a pop.

He picks you up and throws you over the bed, laughing, hovering over you once again, but this time you’re both naked and you’re overcome by the need to be filled by something bigger than his fingers.

“Do you want this, Y/N? Want me to fuck you so hard that you won’t be able to walk properly for days?”

You mewl, not able to form a proper answer so you wrap your legs around his hips and squeeze them, begging him to enter you.

Dean lines himself with your pussy, sinking deep inside you as an insatiable hunger takes over and he pounds inside you.

You jerk your hips forwards trying to meet with his thrusts, moaning every time he bottoms out before pulling out till only his tip is inside you, his movements quickening with every thrust until he settles on a rhythm.

His hands are everywhere for a few moments until they stop on your breasts, alternating between kneading the skin and pinching and rolling your nipples, your every nerve stimulated by his actions.

You soon get lost in the deep throes of passion as he rams into you, his cock brushing against that sweet spot that makes you feel as if electricity is coursing through your body, his lips are setting fire wherever they touch your skin.

“Fuck fuck fuck! That’s it,” you groan.

For what seems like the hundredth time tonight, your climax steadily approaches. “Yes, baby, just like that!” you rasp as your nails scratch against the skin on his back.

And in a few more thrusts, you come undone, clenching around him as you see white.

“Shit!” Dean chases his own release as drops of hot sweat rolls off him, going faster before he ejaculates, his white seed coating your walls.

He waits a few minutes as he controls his breath before he pulls out, dropping his head in the crook of your neck as you both come down from your high.

Dean pecks your forehead and then puts his boxers back on before disappearing in the bathroom, coming out a few minutes later with a wet towel.

He cleans you up and you really try to keep quiet, but your mouth still isn’t under your control. “You know, even if it led to mind blowing sex, the ring really was too loose.”

Dean smiles, discarding the cloth and covering you up with a blanket. He slides in next to you and lays on his side, pulling you into himself, as he whispers in your ear,

“Don’t worry, I’ll get the right size for the real deal.”

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thefreewillsquad · 2 years

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Summer Rain (Dean Winchester x Reader)

Synopsis: One night at Bobby's something is revealed that had been hidden for a very long time.

Warnings: SMUT 18+, tiny angst, fluff, greasy dean, cannon gore, pie making, bobby calling people idiots, classic dean and sam antics

A/N: So I recently got back into Supernatural rewatching all the seasons and I have fallen back in love with my boys. Also season two dean just HITS different you know...Please enjoy this story I wrote today instead of memorizing lines for class :)

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The heat was unbearable at Bobby's place, The boys had been staying with Singer while Dean fixed up Baby. After the last hunt she had sustained more damage than either of the brothers would care to have admitted.

Dean was out in the yard working hard on Baby while Sam sat on the porch looking for a new case when the sound of a car pulling into the drive caught the younger mans attention. Sam looked up and saw Bobby get out of the car with Y/n who was all smiles wrapped in a sweet red sundress the reached down to her knees. Her hair fluttered in the wind as they walked up to the house bags of groceries in the pairs arms. She was on the road with the boys having been saved from a nasty group of crazy people hunting others for sport a few months back. Sam wracked his brain trying to think if he had ever seen her in a dress before. While he was busy trying to figure it out the pair made their way up to the house paper grocery bags filling both sets of arms.

"Hey Sammy, are you feeling okay?" The girl asks tilting her head. she had taken in his appearance, with the summer heat he had opted out of wearing a his usual flannel sitting on the deck with a black tank top and pair of jeans, skin covered in a light sheen of sweat.

"Oh...Yeah yeah I'm good. Want me to help with that?" Sam asks setting his laptop aside and jumping up to take a bag from her arm.

"Sure why don't you help Bobby, he needs to rest." Y/n hums softly and Bobby makes a sound of protest stopping when she shoots him a glare passing over his load to the younger Winchester boy before taking the seat next to Sams perviously occupied one.

"I was thinking of making burgers tonight." She hums and Sam nods still distracted by his friends attire.

"Sounds like a good idea. Hey I don't think I have ever seen you in a dress..or...that you owned one. You look nice" He compliments and she returns it with a small smile

"oh..yeah well its so hot I figured the lighter the fabric the better" Y/n jokes then internally winces to the implication and he chuckles.

"Right..Dean see you yet?" He asks and she instantly blushes. Sam had become her best friend since she had joined them, Dean treated her more like an extra bag than a person but it didn't stop the budding feelings that had begun to warm her chest every time he looked at her.

"Well considering the fact both of you where passed out when Bobby and I went on the food run" She says sweetly and moves to the Kitchen putting the food away and humming softly passing him two beers

"Why don't you take that out to Bobby while I start dinner and stop asking me silly questions" Y/n coos ushering the mountain of a man out of the room to give her time to breathe.

She hated when he asked about his brother. Sam wasn't blind and had caught onto her linger glances, the sadness that befell her when he was short or rude and the jealousy that overtook her when Dean ran off with some girl at a bar. Y/n knew he didn't like her and she didn't like talking about it. The heartbreak that would follow if the feelings where actually admitted was something she didn't feel like dealing with and so Y/n just sucked it up decided that any relationship with him was fine.

The young woman reached over and turned on the radio the soft sound of Fleetwood Mac came through the radio and filled the small space as she set to work making the boys food. After the burgers where finished Y/n pulled out the ingredients to make Deans favourite pie. It had been so long since she had been able to bake in a proper kitchen. It helped to clear her head and allowed her to feel safe going through the motions of rolling out the dough, slicing the apples and mixing up the sugar, cinnamon and vanilla.

Sam made his way out into the porch taking a seat with Bobby kicking his feet up on the little table. The pair sat in silence for a moment until Bobby spoke up.

"She is in love with that Idjit ain't she" He says sipping on the cold beer in his hand and Sam nods.

"It appears that way, only both of em are two afraid to admit it" Sam says softly and both men nod in agreement as the eldest Winchester makes his way up the drive grease coating his forehead, neck and hands.

"What are you two ladies gossiping about?" Dean asks stomping his way up the old steps and the pair exchange a look.

"Nothing important, go clean up. Y/n almost got dinner ready and you shouldn't look like an a dirty heathen" Bobby pipes up and Dean rolls his eyes "You sure her cooking won't give us food poisoning?" Dean asks and both men huff.

"Don't be a dick Dean." Sam defends and the older one rolls his eyes and marches into the house.

He was about to make his way up the steps towards the bathroom when he smells the most wonderful scent wafting from the kitchen. Before he can stop himself Dean makes his way towards the room seeing Y/n moving her way through the room humming Landslide softly under her breath. Thats when Dean noticed the flour and sugar coating her hands some laying delicately on her cheek. A smile graces his lips as he leans on the door frame the sense of domesticity hanging over them.

Moments like these where rare for the eldest Winchester. Hell. They where rare for any hunter in this life. He almost missed the way she jumped when Y/n finally noticed his imposing presence. Almost.

Swallowing thickly the younger woman looked up at him through her lashes the sunlight streaming in creating a soft halo around the sweet girls body which caused him to finally take in Y/n appearance. Wrapped up in that beautiful cherry fabric that highlighted every perfect aspect of her body.

"Dinner is almost ready" The sweet melody of her voice pulled the man from his thoughts "Do you...need something?"

To say she was a bit uncomfortable with his presence was an understatement. Dean always exuded this warm but heavy sense of authority. It tended to reduce her to a warm gooey mess whenever those candy green eyes where pointed in her direction. Dean cleared his throat and nodded.

"uh yeah..yes." He stumbled moving to the fridge to grab it himself, shaking his head as he bent over letting out a soft moan the moment the cool air hit his face. He loved Bobby but that man needed to invest in some air conditioning. Y/n tried not to let the sinful sound effect her too much as she turned back to finishing up the pie placing it in the oven and setting the timer. Dean straightened himself up and up capped the bottle taking a long pull before looking back at her.

"Did you..is that a pie?" The green eyed hunter questions and watched the girl bob her head leaning back against the counter.

"You should clean up." Came the next thought and Dean moved closer not thinking about what he was doing, looming over her.

"You saying I'm dirty?" He croons and this causes a blush to erupt over her body a slow nod following. "You got something...on your cheek there"

A calloused finger reaching up to swipe away the white powder from earlier. Both of them just staring deeply into the others eyes Dean inching closer before the sound of heavy foot steps fill the room causing the tall man to quickly take a step back clearing his throat as Bobby pokes his head into the kitchen.

"Thought I told you to clean up, not drag your filthy ass around my house" He barks and Dean nods swallowing and holding up his hands.

"Sorry Bobby...just wanted to see if the little lady was trying to poison us" Dean says and makes a swift exit from the room, Bobby's eyes following him as Y/n turns to the sink starting to furiously clean the dishes and clear her mind from the strange encounter. Dean had never spoke more than two kind words to her in all the time she had known him.

"Why don't you let me take over sweetpea. Go keep Sam company see if you can help with case finding" Bobby coos gently placing a hand on her shoulder and Y/n nods as he passes her a beer.

Y/n quickly sets up the small outdoor table with the help of Sam. Dean had come out a few minutes ago, firing up the grill and placing the burgers on it. He feels a pang of jealous fill him when little petals of laughter fall from her lips after Sam says something he can't make out. The screen door creaks as Bobby opens it coming out with the food and eyeballs Dean.

"You know if you just told the girl how you feel things would be easier" The older man says causing Dean to jump.

"What are you talking about. Y/n and I are just..."

"Are just in love with each other and can't admit it" Bobby says cutting him off and shaking his head.

Moving to the table joining the couple who where chatting happily Y/n placing a bouquet of wild flowers on the table fluffing them bent over right in front of Dean who traced up the curves of her legs. He struggled internally on what to do.

He'd be lying if he said that he hadn't fallen head over heels the moment he first saw her. Standing in that dark barn taunting the crazies who had kidnapped Sam and her own friend. She was so strong willed and didn't back down even if the men where five times bigger and carrying guns. Coming to his rescue rather than the usual way around. Y/n kicked the guys ass and freed him before rushing off to save her friend but unfortunately she was too late. That was something that hung over him. The guilt that her friend had died because she was busy saving his ass.

Thats what had him pushing her away. He didn't like the way she looked at him after all that went down. The sadness and regret swirling in her, anytime she smiled it was light he was struck with lightening warming him from the inside out. But then he remembered all the pain he had caused her and he needed to back off, couldn't be a reminder of all that she had lost.

"Dude...you are burning the food" Sam's voice shook Dean from his thoughts cursing and quickly pulling the patties off the heat.

"Nah, just added a bit more flavour to them" Dean laughs off his thoughtlessness as he moved to the table noticing the only spot open was next to Y/n.

He takes a seat not making eye contact and downing half his drink in one go. Dinner was enjoyable for once after everyone tucked into their food. Happy conversation flowing between everyone but she was quiet. Just observing everyone with a little twitch of her lip, but he could feel the sadness radiating off her. Then before he knew it a slice of pie was set in front of him topped with a scoop of vanilla bean ice cream. He took one bite and couldn't control himself and another soft moan left his lips as he looked at Y/n.

"You make a damn good pie, I'll give you that" Dean says and a bright smile graces her face beaming at him.

"Really? you like it?" She asks tilting her head, hair sweeping over her exposed shoulder and collar bones making Dean turn back to his beer.

"Yeah but don't let it go to your head." He says breathing deeply missing how she deflated but the other two didn't.

Y/n stands and quickly cleans up the table rushing back inside sniffling a bit trying to not let it upset her as she heads to the kitchen setting the dishes down. Closing her eyes for a moment jumping when she felt a hand on the small of her back.

"Don't let it get to you, you know he's just crabby cause baby is not in top shape like she usually is. Nothing to do with you." Sam says and she nods

"Yeah I know, I just wish...I wish he didn't hate me so much" That sentence floated through the house to where Dean had entered to get more pie.

"He doesn't hate you sweetheart...hes just-"

"No Sam. I know he's your brother but you don't have to cover for him. He thinks I'm a burden and is only nice to me where there are no other girls around for him to flirt with" She sniffles and that hits dean straight in the gut. He didn't feel that way at all. "I think I am going to take a walk"

Before Sam could say anything else She slipped out the back door, the sun had already begin to set as she sets down the trail towards the junk yard. She wasn't sure why but the place made her feel safe, perhaps she'd watched too much High School Musical as a kid.

Making her way round the towers of cars she reaches where the Impala was sitting. Smoothing her hands over the sleek black metal that had been warmed but the sun a sigh falls from her lips. Taking in the damage that had been done to the car made her frown. She'd spent a lot of time picturing her and Dean in the backseat. Wrapped up in each other as the windows steamed. Shaking her head at the thought Y/n looked up when she heard gravel crunching under someone's foot and see Dean appear hands shoved in his jacket pocket.

"Hey" He says softly and she nods.

"Hi" was the reply that followed as they Both looked at each other for a moment.

"You know, you look really beautiful against my car" Dean smiles trying to lighten the mood and she sends him a look with sad eyes.

"What is it that you want? To humiliate me farther. You know my heart can't take all of this...this...god what ever this is" she gestures between them frantically.

Dean didn't know what to say. For the firs time in a while he was highly aware he couldn't flirt his way out of this so he did the next best and probably worst thing. He grabbed her hips leaning into the side door kissing her feverishly cradling the back of her head. They pulled away and she shoves him back pressing a hand to her lips as they stare at one another.

"I-look I'm sorry I wasn't thinking...I shouldn't have" Before he could get another word out she grabbed him again pulling him back to her kissing deeply as they moved against the car again.

Dean lifted her up against the hood of baby, the metal slightly burning her thighs as she was placed against it. The fabric of her skirt bunching up as her legs parted to make room for him, they link around his hips as they continue to make out. Whimpering as he grinds the front of his jeans against the soft fabric of her underwear. Dean pulls away for a moment to catch his breath looking down at the panting beauty, her chest heaving with effort as they parted. Lips plumper from the rough kisses his hands moving the hair from her eyes lightly resting on her neck.

"Look. I need to say this before we go any farther okay. I don't think you're a burden. I think you are the best damn thing that has happened to me...to Sammy...Hell to anyone you've ever graced with your presence. I push you away because...Because its my fault your friend died...It's my fault it all went to shit and I don't want to hurt you okay. You deserve so much more then a grumpy, tired, broken man like me" He paints baring his soul to her but he needed her to know. There was a moment of silence, his heart beating in his ears as he watch her. The way her lashes flutter against her cheeks as she takes in the information he just gave her.

"I love you too Dean" Y/n whispers and pulls him back down to her lips and in that moment all the self hatred and pain and anger both of them felt melted away. Then it was just them together. Nothing else in the world mattered but how they fit together.

Dean kisses down her neck sucking bruises against her throat and collar being fulled by the soft whimpers and coos his hands trailing down her body pulling the skirt up more making contact with the wet spot in-between her legs.

"Fuck...this all for me?" He asks tilting his head and she nods.

"Yes" Y/n replies breathless "Oh god dean I've wanted this for so long" She whines and yanks off his henley moving to make quick work of his belt.

"Oh yeah? you fantasize about me?" He smirks at her cockily as she nods bitting her lower lip.

"Always wanted you to ravage me in your car" She says and he looks at her hungrily.

"Well why don't we make that a reality" He picks her up and move swiftly to the back of the car opening up the door and laying her against the smooth leather. Another sinful moan leaving her lips as he looks down at her kissing her chest and pulling down her underwear again. Gently pushing in to fingers smiling at the way her back arches up against him.

He continues his menstruations kissing her lips and cheeks as she pants happily. Nails digging into the muscles of his back with a happy purr following after gasping when he circles her clit.

"Oh fuck dean I need you..I need you in me please" She cries and he chuckles tauntingly

"Oh..is that what you want miss bossy, You need my cock hmm?" He smirks and she nods excitedly

"Please please I do" Y/n gasps at him and he pulls back taking off his pants and lines himself up with her.

Slowly he pushes in and watches her face relax eyes closed looking blissed out of her mind. She was the most perfect creature he had ever laid eyes on. But right now he needed to see those eyes of hers shinning up at him so he lightly pats her cheek causes them to shoot open.

"I need you to keep those on me princess. I want to watch you fall apart" He husks and snaps his hips starting to move faster.

A high whine leaves her as she arches up against him his left hand cradling her cheek. Dean smiles as he continues to thrust into her groaning as she rolls her hips back with his. Both of them writhing and panting their breath mingling together in the tight space. He watches her bite her lip gasping for air happily, his large calloused hands a contrast to her smaller smooth skin.

"Oh Dean...Yes right there" She cries in pleasure causing dean to preen under her praises and keeps up what he was doing until she was crying out that she was going to cum. A bright smile on his lips as he feels his own orgasm coming.

"Thats a good girl watch me okay" He moans and she does as he says both of them kissing and nipping at each other as they finish.

Dean lays there for a few moments just admiring her, Rain softly tapping on the roof of the impala finally breaking the mid summer heat. She had fallen asleep soon after they finished. Cuddled up against his chest wrapped up in his flannel shirt. In all his life he didn't think that he would find someone who would fit in with him so easily, she was warm and kind. The sweetest girl he had ever met and she was finally his.

And for the first time in a very very long time Dean Winchester felt at peace.

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thefreewillsquad · 2 years

Text

Dating Dean Winchester Would Include:

He's always touching you

When he was younger, it used to be his arm on your shoulders or around your waistline

And he'd grab your ass all the time (s1 Dean come back please)

As he grows old, it's usually more singele

A hand on your back as you walk, a squeeze on your hand/thigh under the table

He stops calling you sweetheart as your relationship gets more serious, optating for your nickname instead

He'll still call you sweetheart of he is being sarcastic or you two are fighting

You love to play with his hair

Sometimes, you are reading a book and he'll come around and lay his head on your lap

He looks at you when you aren't looking

Kissing his freckles

You like to grab his butt (he always jumps surprised)

And he slaps yours occasionally

Sam: Come on, don't you guys picture leaving this life one day?

Y/N: I can't see myself doing anything other than this.

Dean: You can't teach an old dog new tricks, Sammy. Especially if he's fucking good at the ol' ones.

Sam: Okay, I know but-- You both understand the life. You could settle down.

Dean: We have a house--

Sam: A bunker.

Dean: We have a house. We work. Sounds like a pretty settled down life.

Y/N: We are basically married in a hunter way.

Which gets the idea of marriage in Dean's head

You insist on the beach

Temple kisses

He allows you to steal his fries everytime

You can't cook, but Dean can

And you love his meals

You go jogging with Sam

You usually sit on Dean's lap a lot

He isn't complaining

If anything, the certain poking against your butt is pointing at anything but a complain

You don't wear his shirts daily, only after sex

Dean is so easily jealous

You read fanfics about the boys sometimes

Y/N: Wow, they really hate me.

Dean: Who?

Y/N: Your fans. But as far as I've read, they hate most women you guys get with.

You having a very serious discussion about who portray you and them in a movie about the Supernatural books

You actually love impala trips, but never cared much about driving

It's more about Dean driving with his hand on your thigh, and you enjoying the fast wind

You always sing Taylor Swift and AC/DC during these trips

And so does Dean, even though he will deny until his last death

You absolutely enjoy the restaurants you and the guys come across along the way, always choosing something to eat and to rate with Dean since your both have a list of the best cheap restaurants in the country

He never gets violent with you. Dean has his share of bursting out of anger, but not with you

Screaming of course, but then you'd too

He's used to let his angry through, but you have a sharper tongue that is like a gun

You two always make it up and work it out

Even if sometimes it's hard. Dean isn't much into talking about his emotion, and you're all about that.

You him massages after rough hunts

You hate guns, but you always get turned on as Dean picks one up

You also don't let him put one under your pillows because no thanks

Just a knife

He always goes for your touch

You started liking whiskey because his kisses tasted that

You and Dean love Halloween, unlike Sammy

MATCHING COSTUMES

Agreeing on not having kids because of the life

You weren't the motherly kind anyway

But you knew Dean was, which breaks your heart a bit

And makes you a little calmer as you two think you're pregnant

It was just a cheap burrito acting up

Thank God

And 4/10 on the Marcos's burritos for that

You always snuggle up to him

Dean isn't the most romantic guy in the world, and you like that

But when you two are alone in moments of vulnerability, he says certain things that have value for the rest of your life

And about sexy times: He's a boob man

Loves 69

New sexual experiences are always welcome

Roleplay? Yes, please

Just don't bring up pain

He will play sub or dom, anything to please you

Dean Winchester is his name, eating pussy is his game

He never forgets any special dates

You keep a calendar tbh

Back then he was still learning how to watch horror movies without being triggered for certain memories of the underworld, you used to pretend you were scared and hold him tight

He knows you weren't scared, you know he knows

It's good anyway, it helps

Anything with you always help to ease Dean's mind

Leave a comment and reblog. Feedback is magic! Tags on reblog. ♡

WANNA BE TAGGED? SEND ME AN ASK OR DM.

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thefreewillsquad · 2 years

Text

Something More

Summary: Based on 11x04 “Baby.” Dean and Y/N are on a hunt together. When there is no motel around, they spend the night in Dean’s precious muscle car. They talk about secret dreams and fears. Will it turn into something more than a late night talk between hunting partners?

Pairing: Dean x female Reader

Category: Smut, angst, and fluff with a side of humor, 18+

Word count: 5.6k

Warnings: Explicit sexual content, oral sex (male receiving), fingering, squirting, penetrative sex, imperfect sex, Dean’s self-hate, swearing, mutual pining

Square filled: Sex in the Impala @spnmixedbingo

A/N: This story contains smut! Do not proceed if you are under the age of 18! I hope you enjoy!

Dean Winchester Masterlist

SPN Mixed Bingo 2021 Masterlist

Dean parked the Impala in a secluded, hidden area, sighing in defeat. He wasn’t ready to sleep yet, but he needed some rest from driving all day. His muscles felt stiff and sore. Just a few hours of lying down would be enough.

The green-eyed Winchester had a bad habit of not sleeping much. He was tired and troubled, especially due to the fact that he didn’t have many things in life to keep him happy.

Keep reading

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thefreewillsquad · 2 years

Text

Don’t Do It

Pairing: Dean Winchester/ reader

Characters: Dean Winchester, Reader

Briefly mentioned: Sam Winchester, Castiel, Jack Kline

Warnings: Dean makes bad decisions

Word Count: 791

———————————————————————————————————–

“Dean don’t eat that. I’m pretty sure it’s been here since you guys claimed this place as your own,” you say.

“Okay, first off, it’s called a bunker and we didn’t claim it.”

“Then tell me what you did exactly.”

He stares at you, mouth opening and closing as he tried to come up with an answer but fails. “You what, I’ll eat whatever I want to eat. You can’t tell me what to do.”

You shrug, “okay, fine. I won’t stop you. Eat the cereal and tell me how it is after. I’ll be sitting right here,” you point to the chair you just pulled out from the table, “and I’ll be waiting for your answer.” You sit down, crossing your arms as you wait for this situation to take a hilarious turn.

He smirks, feeling extremely cocky. “This is gonna be so good.”

You raise a brow at his behavior. “Can I ask why you’re so excited to try stale cereal?”

He reaches for the box, shaking his head. “It’s not stale. It’s just…”

Leaning forward, you ask, “Just?”

He shrugs you off. “It might be a little past the expiration date. It’s gonna be fine.”

You purse your lips and nod, “yeah, I’m pretty sure that’s what everyone else who was poisoned has said right before they croaked.”

He gives you a concerned look, slightly weirded out by you but more alarmed about what you specifically said. “Why’d you have to go so dark and grim?”

“I don’t know. It’s part of my charm. Hey, don’t you try and distract me?”

He raises his hands up, the cereal box in one. “I’m not. I’m not.”

You squint your eyes, glaring at him. You’ve known Dean for years, so you obviously know all of his tactics ranging from flirting with girls to distracting you, Sam, Cas, or Jack. “Liar. Get on with it.”

“I’m getting to it,” he grumbles.

“Is someone scared?” You tease.

“No. Shut up.” He grabs a handful of cereal and stuffs his face. A second later he turns his head and tries to spit it out but fails because a few pieces are stuck to his lips and hardly any falls from his mouth.

You snicker while grabbing a napkin. You stand in front of him and put the napkin over his mouth so he can spit out the cereal somewhere that wasn’t on himself or the floor.

Once you feel he’s done you crumple up the napkin and take the box from him, stuffing the napkin inside, setting the box on the table. You hand him a glass of water you had ready in case this was going to happen (thank Chuck you were right) who knows what would have happened if you didn’t think ahead. “Are you alright?”

He removes the glass from his mouth, nodding. “Yeah, I’m fine,” he clears his throat. “I’m all good but that- that was rough.”

You nod in sympathy. “Yeah, yeah I bet. You know what this means though, right?”

“No. What?”

“You were wrong, and I was right.”

“Way to kick a man when he’s down.”

“You don’t seem down to me. You’re fine. You’re alive. Quite whining.”

“I’m not whining.”

“Yeah, and I’m an angel. C’mon,” you grab his wrist pulling him to follow.

“Where are we going?”

“To the kitchen.”

“So, you can poison me? No thanks,” he tries to tug his wrist out of your grip but fails.

“I’m trying to make a stupid man feel better.”

“Words hurt.”

“Alright, fine. I’m trying to make a man who made a very stupid mistake feel better. Happy?”

He has a giddy smile on his face. “A little but you still haven’t explained what you’re going to poison me with?”

You roll your eyes and push him towards the table in the kitchen. You pull out the treat, careful to make sure he doesn’t see it. “Shut up and eat your damn pie.” You set the plate in front of him.

He looks down, love for his favorite treat fills his eyes. Looking back up at you with tears in his eyes, he gives you the sweetest smile he could muster up… after shoving a big bite into his mouth.

All you saw was the sparkle in his eye and a mouth full of pie.

“And I’m leaving you and your pie together. Have fun,” you shout as you exit the kitchen. You make out the “Thank you” he said while devouring the piece.

You walk down the hallway with a smile on your face knowing Dean is happy with his pie and because you’re heading towards his room to steal a few bucks from his wallet as payment for not listening to you before.

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thefreewillsquad · 3 years

Note

hi again 😄 i wanna say first of all great, amazing and heart-warming writing thank you for taking time to write everything you right it helps me personally alot🤍🤍 now getting to the point 😂 i would like to ask a request where the reader is not feeling well mentally and physically, she doesn't like her skin her acne is not helping and generally not being herself BUT dean is here for the rescue.

thank you again and hope u enjoy writing this☺️☺️

Your beautiful

Pairings: Dean x Reader

Masterlist Category: Comfort

A/N: Thank you for the sweet message, it means a lot to me. I am so happy to hear that it helps you a lot, that's my whole goal with writing these fics for you guys <3

Thank you for the request! I hope you love it!

If you could crawl out of your skin, you would.

There are some days that you feel more comfortable in your own body, some days that you don't look in the mirror and want to break the glass. Sometimes you enjoy who you are and like what you see. It was rare, but sometimes it happened.

Today was not one of those days. In fact, this whole week you've been feeling worse and worse about yourself. Your mood was overly low and it didn't help that you were breaking out, your face was red and not smooth, it was making you feel even worse than you did before.

Dean noticed something was off but he wanted to give you your space. The first few days you were grumpy and snappy, and the next few days you disappeared in your room, barely even coming out to eat anything.

He knew something was wrong and he knew he couldn't just give you space anymore, he needed to help you through this, he needed to have your back.

So he did what he knew how to do best, cooked burgers, grabbed some beer and headed off to your room. He didn't even knock, just opened the door with his foot and walked right in like he lived there.

"Good morning sunshine! Well, it's about 4:00 so good evening!"

You grumbled and pushed your head underneath the blanket trying to avoid the older Winchester's gaze. He chuckled and put the plate and beer down on the nightstand before hopping on the bed beside you.

His hand slowly peeled off the blanket and he leaned his chin on your shoulder. "C'mon grumpy head, it's time to get out of bed."

"I'm not grumpy." You mumbled.

He chuckled and rubbed your back with his warm palm, bringing you just a little bit of comfort.

"What's wrong then, sweetheart?"

You turned over and stared back at him, noticing how not one ounce of judgment was on his face. He was genuinely wondering, he really wanted to help.

"I just... I'm not in a good place."

He nodded and climbed into the bed, pulling you towards him until your head rested on his chest. "Okay. Do you want to talk about it?"

You shrugged in response, feeling light tears forming in your eyes threatening to spill out. Dean always knew just what to say to break down your walls.

"My mind has been low and everytime I look in the mirror I'm ashamed of what I see. I just feel so.. ugly."

He tightened his grip and sat up, taking a look at your face. He was studying your features dramatically and you couldn't help but laugh. "What are you doing Dean?"

"I'm looking for this ugly your talking about. Nope, can't find it."

You giggled and slapped his arm, "Shut up."

"I'm serious, I don't see anything wrong with that face, nor would there ever be something wrong. Maybe if you had a huge spider on it, then I'd probably avoid your face."

You rolled your eyes and sighed, feeling his arms tighten around you like he was protecting you from the world. "Seriously though sweetheart, your not ugly. You never have been and never will be."

"Your just saying that because I'm upset, I know I don't look good right now, I have acne everywhere, under my eyes are dark, I look skinny, there's a lot wrong."

"But that's all normal things."

"I know that but it doesn't make me feel any less ugly."

He nodded in understanding before getting out of the bed and grabbing your hand. Confusion filled your features but you let him bring you wherever he was going.

He led you to the bathroom and sat you at the sink before opening the medicine cabinet to find something. You waited patiently, smiling as he hummed in thought, laughing when he danced around to find it.

Finally you heard it, the "Aha!" He did when he completed his search. He turned towards you and showed you a bottle of something. He handed it to you and grabbed a facecloth before sitting in front of you.

"When I'm really stress, my face and back breaks out. I use this and it normally takes a day or two for it to clear up. You can try this if you'd like, maybe it will help and if it doesn't, we can go find something that will help."

You nodded and smiled sadly before wrapping your arms around his neck. "Thank you."

He smiled shyly and shrugged, standing in front of you like a nervous teenager, "I wish you didn't see yourself the way you do, but I know that I can't convince you that your beautiful. So maybe if I help erase the things that you don't like, it will make you feel prettier. It's worth a shot right?"

You nodded and stood from your seat, "It's definatly worth a shot and I feel better already. Thank you Dean."

He smiled widley and hugged you tightly to him. "No problem sweetheart. Okay, go ahead and do your thing and I'll get the Dean cave set up. We can watch one of those cheesy romantic movies you like."

Your heart fluttered in your chest and you could feel your cheeks burning red, "Okay. Thank you."

He left you alone in the bathroom and you stared back into the mirror. This time you didn't want to punch it, you didn't want to cry or scream, you wanted to stare at the smile that Dean put on your face.

Maybe you could focus on one thing you liked at a time and today would be your smile.

agirlwithdemonblood's masterlist - Request a drabble or one shot here~ Let me know what you think here!

Dean babes:

@deandreamernp @akshi8278 @winchesterfanatic1967 @siospins @mini-moose-winchester @woodworthti666 @thoughts-and-funnies @awkward-and-indecisive @perpetualabsurdity @mooniemell @iluvyewman-blog @lyarr24 @itsthemegacoven @xlynnbbyx @vintageobx @jessicalynnann @mrspeacem1nusone

Supernaturally Everything:

@flamencodiva @supernatural79impala @hobby27 @mooniemell @spnbaby-67 @sexyvixen7 @supernatural3002 @Poptart06294 @desimarie12 @@taetertotsv @jensenslady79

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