Dean Winchester X You - Blog Posts

A Messy Christmas Surprise

alright so i'm making little christmas drabbles for Dean, Sam, Jack, Cas, and Rowena! for all of the Dean lovers out there, here is a special little treat!

Dean Winchester x Reader

No pronouns used!!

Summary: Dean and the reader are baking Christmas treats at the bunker while Sam is on a hunt. Amidst the festive chaos, Dean cracks an egg on the reader's head, leading to a playful flour fight. Dean then picks the reader up over his shoulder, and they share a laughter-filled moment. Sam returns, finding the kitchen in disarray, and discovers Dean and the reader surrounded by flour and baking ingredients. The messy holiday surprise becomes a memorable Christmas memory for the Winchester trio.

A Messy Christmas Surprise

The bunker was adorned with twinkling lights, and the aroma of cinnamon and vanilla filled the air as Dean and you gathered ingredients for your Christmas baking extravaganza. Sam had headed out on a solo hunt, leaving you and Dean to tackle the holiday treats together.

As you worked side by side, measuring flour and cracking eggs, the atmosphere was festive and filled with laughter. Christmas music played softly in the background, creating the perfect backdrop for your baking escapade.

With a mischievous glint in his eyes, Dean slyly reached over and cracked an egg on your head, leaving you stunned and dripping with gooey egg whites. "Dean!" you exclaimed, wiping the egg off your face. He burst into laughter, thoroughly amused by his impromptu prank.

"Oh, that's payback for all those times you beat me at poker," Dean chuckled, still laughing at his own cleverness.

You shot him a playful glare before concocting a plan for retaliation. Grabbing a handful of flour, you tossed it at Dean, coating him in a powdery white cloud. He blinked, momentarily taken aback, before breaking into a grin.

"You asked for it!" you declared, holding back giggles. Dean mock-growled, attempting to feign anger but failing miserably as he burst into laughter once again.

The flour-covered kitchen now looked like a battleground of holiday chaos, but you were both having the time of your lives. However, Dean had one more surprise up his sleeve. With a swift motion, he scooped you up over his shoulder, causing you to squeal with surprise.

"Dean Winchester, put me down!" you laughed, lightly smacking his back.

"Nah, you've got flour on your hands. Can't risk you retaliating again," Dean teased, carrying you around the kitchen as you continued to protest.

Just as the two of you were lost in your playful banter, the bunker door swung open. Sam, covered in dried blood, walked in with a tired yet satisfied expression. He took in the scene before him – the messy kitchen, the flour-covered couple, and the unmistakable sound of laughter.

"Am I interrupting something?" Sam asked, a bemused smile playing on his lips.

Dean, still holding you over his shoulder, looked at you with a mischievous twinkle in his eyes. "Just a little Christmas baking surprise, Sammy."

You grinned, feeling the warmth of the holiday season and the joy of being surrounded by family, even in the midst of floury chaos. As Sam chuckled at the sight before him, Dean gently set you down, and the three of you shared a laughter-filled Christmas moment in the bunker.

Heartbeat Symphony

AHHHH i love this man too much lmao. this is short and sweet so have fun my lovelies!

how have i not written for this man yet like-

Dean Winchester x Reader

No pronouns used

Summary: After a long day on the road, the couple finds solace in the comfort of the Impala. The story explores the quiet moments between hunts, emphasizing the deep connection and love they share. Back at the bunker, they unwind together, appreciating the simplicity of being a team both in and out of the field. The narrative highlights the strength of their bond and the sense of home they find in each other's company.

Heartbeat Symphony

Dean Winchester sat in the driver's seat of the Impala, one hand casually resting on the steering wheel as he glanced over at you. The rhythmic hum of the engine was the backdrop to the comfortable silence that filled the car. You had been on the road for hours, chasing down the latest lead on a case, and now the two of you were finally heading back to the bunker.

As Dean drove, he stole glances at you, appreciating the way the soft glow from the dashboard highlighted the contours of your face. The quiet moments between hunts were just as precious as the action-packed ones. He reached over, fingers brushing against yours, and a warm smile formed on his lips as he interlaced them.

"You doing okay, Y/N?" Dean asked, his voice a soothing melody that echoed through the Impala.

You nodded, leaning over to rest your head on his shoulder. "Yeah, just tired. Ready to get back and hit the hay."

Dean chuckled, the sound vibrating through both of you. "Well, we make a damn good team, don't we?"

You smirked, lifting your head to meet his eyes. "The best. Team Winchester."

As the familiar sight of the bunker came into view, Dean couldn't help but feel a swell of contentment. The two of you had been through so much together, and yet, every moment felt like a new adventure with you by his side.

Once inside the bunker, you kicked off your boots and flopped down onto the worn-out couch in the library. Dean joined you, sitting close enough that your shoulders brushed against each other. He reached for the TV remote, flicking through the channels until he found an old black-and-white movie.

"You know," Dean said, his arm finding its way around your shoulders, "we make a pretty good team in and out of the field."

You laughed, snuggling closer. "Yeah, we do. I wouldn't want to hunt monsters with anyone else."

Dean turned his head, planting a soft kiss on your forehead. "Me neither, Y/N."

The movie played in the background, but you found yourself more captivated by the steady cadence of Dean's heartbeat. It was a comforting symphony, a reminder that you were home, safe in the arms of the person you loved.

As the night wore on, you both drifted off to sleep on the couch, tangled together in a mess of limbs and blankets. The bunker echoed with the quiet sounds of the TV and the distant hum of the machinery that kept the place running.

In the darkness, Dean whispered words of love, promises, and gratitude, knowing that every day with you was a gift. And as you slept, you couldn't help but smile, feeling the warmth of his love surround you like a protective embrace. Together, you faced the challenges that came your way, hand in hand, heart in heart, a team bound by something stronger than any supernatural force – love.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

i loved writing this OMG!! i can't believe i haven't written for Dean yet. i absolutely adore him so so much lmao

Dean's way of decompressing is to sit in his room and blast music through his headphones. He doesn't like to be interrupted, and when he feels your weight dip into the bed he's sure he will be.

But instead, you shuffle up to lay beside him, an arm draped over his chest. He thinks you might say something, so he turns the volume down and waits a little. But you never do.

It's been a while since he's felt understood, and it'll be a while before he can fully express that to you. He finds comfort in knowing you will wait patiently.

Therapist: Mr.Winchester, your life isnt a movie.

Sam: i hope its a short film

Therapist: ....

Red Wings {d.w.}

Warnings: 18+ MDNI!! Period sex, descriptions of blood, slight blood kink, pet names, unprotected sex (wrap it unless that's what you want!) Also, I know 'Red Wings' refers to oral sex, but I've only ever known it to be from penetration--so it's penetration in this. (if i missed anything please let me know. also let me know if this is fucked and if i should delete). Word count: 2k

A/N: Any feedback is appreciated, especially on this one. Feel free to be brutally honest. Happy reading, hopefully!

—

It’s no surprise that Dean doesn’t mind cleaning up period blood. It’s a part of his job description for hell's sake. And he’s damn good at getting deep stains out of your underwear, or on occasion where you bleed through your pads and stain the sheets during the night. He’s more than happy to help during your vulnerable days. In fact, he loves it. Loves taking care of his sweet girl. 

Dean has been through numerous types of pain, but he will never know what it’s like for his body to attack itself. Doesn’t understand the breast tenderness where even a loose shirt hurts to have on. Cramps so debilitating that you can’t even stand–that move to your back, to your vagina, and sometimes it zaps your damned asshole. The iron deficiency that gives you headaches and makes you so tired and weak. Sometimes the pain lasts for hours without a break. 

He keeps begging you to get checked for endometriosis–and has been secretly doing his research because it makes him feel useless that he can’t soothe the pain. You’re stubborn though and don’t listen to him. 

The cramps aren’t the worst tonight but they’re bad enough that you keep wiggling around and aren’t able to fall asleep. You’ve noticed recently that Dean sleeps lighter when you’re on your period–he’s more intune with you and your body. Always ready to make sure you’re okay. He’s groggy when he turns over and drapes an arm over your waist. His hand slips under your shirt and goes to your stomach, the warmth acts as a heating pad. Then he starts massaging gently, going from one side to the other, then pushing down towards your uterus. Once he’s done that for a couple rounds, the massage gets deeper, and that’s when you let out a throaty groan.

The pressure that is placed on your stomach actually helps relieve the cramping. 

“Feel good, baby?” Dean mumbles, his warm breath tickles your ear.

“Yes…really good,” You exhale. “How’d you know to do this?”

“Found a video on youtube. Hate knowing how much it hurts you. Had to figure something out for my girl.”

“Fuuuck.” The release is too good to be true.

Dean leaned over your shoulder, kissing your forehead, then your cheek–still massaging. “You, um…you know what else I came across that could help your cramps?”

“Hmm?”

“I read,” he pauses to kiss your shoulder, “that period sex helps release endorphins or whatever and acts as a natural painkiller. Would you–would you want to try…?”

You never entertained the idea of having period sex. It was messy and the clean up would be a nuisance. Also, Dean already had to deal with washing blood from his own hands from the job, plus whenever you bled through clothes and periodically on the sheets. Even if you insisted on cleaning everything yourself, he’d make it his responsibility. You didn’t want to burden him or trigger a trauma response with how heavy your flow could get.

Admittedly, his willingness to do anything for your aching body was turning you on. It was something the two of you have never done. With anyone.

“Let’s try it. But we’re stopping if—“

“If your cramps get worse. Of course, sweetheart.” You saw him wink at you in the dimly lit room and your core heated up. He could read your mind so effortlessly.

Dean gives you a gentle kiss on the lips before getting up and walking out of the room. Coming back a minute later with a dark towel. 

“Lift your hips up fr’me.”

You follow his instruction and he slides the towel underneath you. And when you settle back down he pulls both your underwear and sweatpants off. You remove your tank top while Dean takes off his boxers. His cock springs out of them–you didn’t even realize he was hard in the first place. Your clit pulses at the sight. He eyes you–taking in your beautiful bare body as he begins stroking himself. A small groan leaves his plump lips while he climbs on the bed, positioning his legs on either side of you. 

Dean remains straddling you, pumping his dick slowly–you watch his precum building on his tip, threatening to leak down his shaft at any moment. With his other hand he finds your clit. You can’t help but to jerk back, not being used to him touching you during this time of the month.

His voice sweet and slow like honey, “It’s okay baby. Blood won’t hurt me none.” 

A small croak of approval emits itself from your throat while you shake your head in agreement. Replacing his large fingers over your small sensitive bud, he presses down slightly and moves side to side. Just how you like it. Concern sits at the forefront of your mind about your blood spilling out at any moment. But with every moment that passes while Dean touches you–while you watch him touch himself–is another moment that eases the thought of the clean up that has to happen later. You eventually lay back down, resting your head on your pillow, elevated just enough so you’re still able to watch. 

“That’s my girl. Just relax.” He stops pleasuring himself and drops himself over you with his free hand, and leans down planting a kiss on your lips. He pulls away and brushes his lips against yours, “You ready? I need to hear you speak this time.”

“I’m good, I’m okay.” You say as you brush your fingers along the side of his jaw, a little smile blooming on Dean's face. “Go slow at first?”

His eyes narrow at you, taking his fingers off your clit to find himself, gradually guiding his length into your bloody cunt–moaning, “Always,” once he feels how much warmer you are. 

You can’t describe it, but having him in you definitely feels like ecstacy. Every pump was almost overstimulating, the slickness turning you on. The fact that he was in you raw, had your mind spinning in circles. Your walls gripping him as tightly as possible, and your body begging him to keep going. Desperate cries escaped your pretty little mouth. Wrapping your legs around his back so he had no choice but to keep going–whispering quietly, “Don’t stop”, repeatedly in his ear. 

How was sex this blissful? Maybe because you’re more sensitive? Or hornier than usual? Which was hard to believe, it’s virtually impossible because you always wanted him to fuck you senseless. But this was different. You wanted Dean so fervently. The feeling is almost primal…

“Fuuck,” Dean grunted as he pumped his dick into you, “Baby…you feel so good. So warm.” 

His head bobbed down like he couldn’t hold it up anymore, so you held him in your hands–making him look into your lustful eyes. He was breaking already. When he’s close his nose scrunches, his bottom lip quivers, and his eyebrows knot up. He’s mouthing, “I’m close.”

“No–”

“Shit, am I hurting you?” Dean immediately halts his actions, taking himself out of you and sits you up, “I’m sorry. I–we can stop...”

When you giggle, Dean can’t hide his confusion. He’s so adorable when he’s concerned. “I’m fine, my love.” You place a tender kiss on the hand that had made its way to your cheek, “Just didn’t want you cumming yet. I wanna be on top.”

“Don’t scare me like that.” He glares at you as he takes your place on the towel. 

You look at his pelvis before you climb on top of him, and there’s a decent amount of blood coating his dick and thighs. A part of you is guilty for bloodying him up, but the devilish side of you loves the sight. It’s not other people’s or monsters' body fluid on your partner, but it’s your own. No violence caused this—well besides your uterus hating you, but that’s not the point. The point is that he will do anything to make you feel like you’re on cloud nine. Even if it means staining his skin red.

A loud animalistic moan came from Dean once you slipped his cock in you. Grinding your hips slowly at first to really savor the moment, to take in the beautiful man beneath you. His hands gripping your love handles guiding your movements. Small whines leave you as he makes you speed up, making you grasp onto his hips. 

At this point everything is getting you so riled up and you can’t help it. Any insecurity has left you. There was blood that had smeared on Dean’s stomach, most likely from the hand that grabbed his member, and that was the final straw for your self control. Dean noticed the sinister look in your eyes.

“You like seeing that don’t you? Your blood all over me?” He asks behind gritted teeth, pounding your wet and bloody cunt, “Fuck me baby.”

And that’s exactly what you do. You lay yourself into the crook of Dean’s neck and bounce on his hard length. The sound of his skin slapping against yours drives you mad, involuntary cries escape from both of you.

He’s pulling your hair with one hand and gripping your ass with the other, “That’s it, pretty girl,” he slaps your bottom, whispering in your ear, “can feel you tightening around my dick.” Dean then pushes you up slightly, lifts his head up finding one of your breasts, and starts flicking his tongue against your nipple. The hand that leaned you upwards is now kneading your tit.

That was your weakness—him playing with your nipples. They’ve always been sensitive and are the reason for most of your orgasms, which is where you were heading. Fast. Dean’s taken over again. He’s humming into your breast as he takes it in his mouth, and his hips are bucking into yours at an ungodly speed. Your stomach is twisting at the stimulation, your body is shaking. There’s no strength left to support yourself, you begin to sway. Dean eventually guiding you to rest onto him.

“Dean, I’m…I’m cumming.”

“Yeah, angel. Can feel you throbbing. God…” He lets out a sharp exhale, eyes rolling back–he’s so close to spilling into you. Reaching down to pull himself out of your pussy–but you refuse, needing him in every way imaginable. Pulling his hand away from where you two were connected, “I–I can’t hold it. Baby, please!” 

“Cum in me.”

“Wha–”

You grind as fast as you’re able to.

 “You heard me,” seductively exaggerating your next words, “Cum. In. Me.”

“Oh fuuck, yeah–yeah…” Dean howls your name as he releases his load into your swollen hole, the heat from his climax flowing through you. The euphoria that was clouding your judgement slowly wearing off. Breaths are evening out, while you still slowly move yourself up and down–milking little spasms out of Dean until he begs for you to stop.

“Dirty girl, having me cum in you. Didn’t expect you’d like period sex this much.” A huge grin spreads across his face, love in his eyes, “How’s the pain?”

You say as you cup his face with one hand, returning the happiness, “Gone.”

“Good. Also didn’t expect you to get turned on by having your blood covering me.”

“I’m sorry…”

“Don’t be, it’s hot. C’mere.” Grabbing you by the nape of your neck, he pulls you into a soft, sensual kiss. “I felt so close to you, watching how turned on you got. How wild you looked, made me want to give you my children.”

“Well, you did. Technically.” You smirk. A look of defeat washed over him, he was serious. His demeanor makes you compose your humor, “Well, this is a good start then.” 

There’s that adorable smile and those cute crows feet that crinkle around his eyes.

“Let’s wait a little while though, I have a feeling you’re gunna want me to fuck you while you’re on your period more often.” 

“Mmh, how’d you know?”

“Honey, you gave me my first set of red wings and you got so hot and bothered by it. I know you, know what you want.” He gets off the bed and yanks you into his arms, “Let’s get you cleaned up.”

—

tags! @aylacavebear @daylighted @ambiguous-avery @deans-spinster-witch (if you want to be untagged, there's no judgement!)

The Taste of Us {d.w.}

A/N: This is me losing my smut virginity. Be gentle with me plz!!! Tell me if it’s any good or not.

Warning: semi-public sex?? oral: m & f receiving, pet names, teeth kink?? (if I missed something let me know!!) MDNI 18+ Word count: 1.8k

—

It’s a hot summer night in the Middle of Nowhere, Tennessee. The crickets are chirping, lightning bugs are illuminating the sparsely lit backroads, and the sweet gentle hum of a 1967 Chevy Impala is making its way to your ears. 

You're working the nightshift at a roadside diner that probably loses money staying open twenty-four hours a day, and definitely isn’t paying you enough. There’s only two more hours left of your shift before the next employee shows up. That’s when he comes in, a boy roughly around your age–and he’s unbelievably charming. Rare around these parts.

When the door to the diner closes, you can feel the thick, humid air push towards you. And almost immediately you feel the wind get knocked out of you by the sight of this stranger. Sandy hair, freshly shaven, eyes that could blend into the dense forest surrounding the restaurant; he wore an interesting frog-like necklace? You couldn’t really tell what it was–and what seems to be a wedding ring on one of his pointer fingers. 

He sat away from where you had propped yourself against the counter. You sauntered over there after minutes of painful silence. 

“Long night?”

Dean only lifted his eyes to look at you and gave a weak smile. Comparing his features to the forest is effortless to you. Eyes like the pines, dark circles would blend in with the dirt after it rains, every scar that litters his face resembles the places where lightning hits. His beauty is tragic and unfathomable. 

“Not anymore.” His voice was warmer than how he looked. Seduction covered his eyes like the clouds in the sky.

“Ah, yeah. I bet.” You roll your eyes sarcastically. Tapping your pen against your small notebook, “What can I get ya, darlin’?”

Dean can’t get enough of your accent, he really had to play this right in order not to walk out of here with a raging hard on. He couldn’t imagine waltzing in here again with that kind of embarrassment following him around.

“What’s your name?”

You’ve had more than enough men coming in here looking at you like you’re an object to them. Their smiles that lead to empty, crazy eyes that give you goose-pimples all over. Every. Single. Time. But him? His voice was as sweet as the tea you poured yourself earlier. Dean never breaks eye contact, making you blush. So you told him.

“Such a beautiful name, sweetheart.” He winks at you, then grins as he lowers his head to browse the menu. “Could I have…you?”

If he didn’t look at you like you were the only star in the sky, you definitely would’ve said no. But holy hell, that twinkle in his eyes made you wetter than the spring brings rain. And his teeth. He could sink those canines right into your thighs…

You must’ve been staring too long. He raised his eyebrows and a curious yet defeated expression flooded his features. Mouthing a small “okay” then began to actually look at the menu. 

Shit. Shit. Shit.

“I—I’m sorry. I’m used to old geezers hittin’ on me. Not a fine man like yourself.” Shyness takes over you. You start to tremble from how nervous you are, and the tips of your ears turn even redder.

“No need to be sorry, pretty girl.” He stands up from the stool, leaning so far forward that you can smell a faint hint of Irish Springs on his skin. Mere inches separate your face from his. Dean whispers seductively, “This place usually busy at night?” 

As soon as you shake your head no, he gently places his hand on your cheek, chuckling at how warm it is, then pulling you into the most intimate kiss that has ever touched your lips. It takes you a second to reciprocate before moving at the same tempo. 

God, it’s been forever since you’ve had human contact like this. The two of you synced up so well together, like you’ve done this before. He was too good. So. Good. A small moan escapes from your mouth. 

“Get on the counter fr’ me.”

You obey his command. You pulled yourself up and sat on your shins. The dress you had on rode upwards.

“Sit down and put your feet on the edge.” A light order as his hands trail up and down your exposed thighs.

“Would a please hurt ya, sweet cheeks?”

He teases you back and drawls out, “Pleeaase?”

Again, you do as he says. You just can’t help it, everything about him is alluring. Slowly making your way to the position he wants you at. The two of you don’t break eye contact. Not a fuck would be given by either of you if someone walked in.

He hikes your dress up, smiling at how wide-spread your legs are for him. A serious look washed over him right before he pulled your panties down. A sudden realization. 

“Is this okay?”

How much hotter can he get? You thought.

“What’s your name?”

“Huh? My name? It–it’s Dean…”

“Dean, honey–anything you do to me is more than okay.” You lean back onto your elbows, smirking.

He proceeds with his actions. Placing tender kisses down one thigh, stopping so–so close to your most sensitive area. Then skipping over it to kiss up the other thigh. As if he had read your mind from earlier–when he gets to a meatier part of your leg, Dean sinks his incisors into you and takes your skin between them. Delicately sucking, marking you as his. That’s when you finally begin to relax.

A couple love marks later, without warning, he slides his tongue in you. His warmth makes you jump and squeal–you’ve always been sensitive and ticklish down there, especially if it’s been a while. 

An animalistic grunt comes out of Dean's mouth, into your pussy. You can feel his grin widen against your pelvic bone while his tongue flicks inside you. When you look down at him he’s already staring–desperate for more of what he heard, he moves up to your clit. Massaging it in a side-to-side motion. He sees your eyes roll back and he immediately plunges two of his thick fingers into your slick entrance. Another gasp slips out of you. 

His “come-hither” was perfect—hitting your spot just right. His mouth already knew how to please you. But it was his eyes that made you come undone. Pulling your head back up, you find that Dean had never stopped looking at you.

“You’re so delicious, baby. Fuuck. Could do this all night.”

Tension was building within you. Every muscle was convulsing, one of your legs slipped off of the counter. Dean quickly placed it back up with his free hand.

“That’s it–cum for me.”

You’ve never experienced an orgasm quite like this one. Your swollen clit was throbbing, sending electricity throughout your body. Your walls pulsating around Dean’s fingers–your thick milky cum coated them as he pulled them out of you. He spread them apart and leisurely slipped his digits in his mouth. A delicious sound came from his throat, eyes closing as he savored your taste.

Where did this man come from? Who the fuck cares, you were grateful.

“C’mon, sugar. Your turn.” You pointed to the booth behind him. “Move that table to the side and take a seat.”

That drove him crazy–you taking over. Wanting to pleasure him. It wasn’t often that women told him what to do during sex, but he is more than willing to submit to you. 

“Yes ma’am,” he said with a hint of southern twang. 

The table made a loud shriek as Dean pushed it, making you look behind your shoulder–expecting someone to come from the back of the diner with concern. No one came. You looked out of the window to make sure the parking lot and road were empty. Nothing was out there. Shifting your focus back to Dean, you notice sweat glistening on his forehead. Eyes tracking your every movement. You walk up to him and climb onto his lap, sitting on his hardened length.

“That fucking smile of yours is gunna be the death of me.” You murmur against his ear, and can see the hair on his neck stand up.

His cock wavering in his jeans, trying to find a way to your cunt as you rock your hips and suckle on small areas of his neck. One of his arms wraps around your waist, pulling you in closer while the other wraps around your throat and guides your face towards his. Lips connecting, mouths opening–the taste of your cum still lingers on his tongue. The hand he had on the small of your back reaches for the button on his jeans, but you had other plans.

Jerking away from him, wagging your finger no, then sliding off him to sit on your knees. Glancing up at this devilish man before you, with sex in your eyes. Undoing his jeans for him, he lifts up his lower half to make it easier for you to take them off. His cock springs up. Pre-cum covering his enlarged tip. Your hand making its way to him, spreading his arousal down his shaft in steady, unhurried movements. Dean placed his large palms right under your ears, tugging you towards him. 

“Ask for me, if you want my mouth so badly.”

“Please, sweetheart.”

“What do you want, pretty boy?” You asked, resting your chin on your hand, lightly brushing your lips on his sensitive head.

“Want yr’ mouth around me. Please?” 

The desperation leaking out of him was ecstasy for you. Giving in, you wrap your mouth around his girth. He’s so big. Plunging his dick so far down your throat that you gag on it. Spit dripping down his balls and your chin. In your peripheral vision you see his mouth ajar. It was almost undetectable, but he let out a tiny gasp. 

Removing him from your mouth you beg, “Lemme hear you, Dean…”

Then he lets out the most beautiful moan, making your pussy drip all over again. He grabs the back of your neck and his cock at the same time–ushering himself into you. Desire radiating from him as you lock eyes. Continuing to suck and hum against him, working your hand in circular motions in stride with your mouth. Faster and faster as he begins to buck his hips. 

“Oh fuck, I’m–I’m cumming, baby. Take me out…”

Refusing to listen to him, you don’t stop using the mouth God gave you. The guttural roar that filled the room was your only indicator that he wasn’t in control anymore. His cum shooting to the back of your throat. Dean grabbed the edges of the booth so tightly from you overstimulating him, then he finally took in a sharp breath. Removing his cock from you, you get up and straddle him again. Leaning in to kiss him but he withdraws. A questioning look that reads, did you swallow?

You only nod, then stick your tongue out.

“Good girl.”

Giving you a sensual kiss, slipping his tongue over yours.

“I taste so good in your mouth.”

—

tags! @aylacavebear @daylighted @ambiguous-avery @deans-spinster-witch (if you want to be untagged, there's no judgment!)

Unconventional

Summary: Dean and Y/N are on their very first vacation together. Unfortunately, Dean forgot his swim trunks at home. Y/N finds an alternative that leads to some fun for both of them.

Pairing: Dean x female Reader

Category: Smut, fluff, angst, 18+

Word count: 5.6k

Warnings: Spoilers for the season 15 finale, explicit sexual content, some dom!Dean, oral sex (both male and female receiving), 69, penetrative sex, unprotected sex (wrap it up!), choking, cum shot, cursing, the Rhonda Hurley story

Square filled: Wedding @spnmixedbingo​ 

A/N: This story contains smut! Do not read if you are under the age of 18! I wrote this for @all-alone-he-turns-to-stone​‘s Make-Me-Horny challenge. Congratulations again on reaching this wonderful milestone ❤ I hope you like my contribution to your challenge! 😊 In the gif that I received, the man has longer hair. So, I decided to let Dean grow out his hair for this fic 😉 You can see the gif in the according scene down below. Dividers by the talented @talesmaniac89​ 😊

Dean Winchester Masterlist

SPN Mixed Bingo 2021 Masterlist

“Find anything?”, Dean asked, his gravelly voice bouncing off of the hotel room walls.

“Yup,” Y/N replied, kicking the door shut with her sandal-clad foot. She was holding a paper bag, her eyes twinkling with a hint of amusement. “They didn’t have a lot of variety, so… Don’t get mad.”

He arched an eyebrow at her, snatching the shopping bag from her hand. After taking a single look inside, his face was quick to fall. “What’s that supposed to be?”

Afficher davantage

The Hookup Henley

Summary: Dean is struggling with the Mark of Cain. Y/N, his best friend, wants to make him feel better. Will she succeed? What happens when the mark takes over?

Pairing: Dean x female Reader

Category: Angst, smut, fluff, 18+

Word count: 5.1k

Warnings: Alcohol consumption, explicit sexual content, semi-public sex, penetrative sex, both protected and unprotected sex (Wrap it up!), MoC!Dean

Prompts: 

“I’m too old for this shit.”

Night club

Dean’s green Henley

Square filled: Friends with benefits @spnmixedbingo 

A/N: This story contains smut! Do not read if you are under the age of 18! I wrote this fic for @libre1rose8 300 Follower Celebration! Congratulations again, my friend! 💕 You deserve every single follower and so many more! 😘 I hope you enjoy my contribution to your challenge (that totally took on a life of its own) 💗 Dividers by the talented @talesmaniac89 😊

Dean Winchester Masterlist

SPN Mixed Bingo 2021 Masterlist 

“Come on, Dean, just try it! For me. Please?”

Dean tossed his head back, sighing in exasperation. “I’m too old for this shit.”

Y/N walked into his bedroom, coming to a halt in front of him. The older Winchester brother was sitting on the floor, leaning back against his bed, a stack of books and papers settled in his lap. Y/N placed her hands on her hips, gazing down at him with her tongue stuck between her teeth.

Afficher davantage

Sweet Fantasy | Dean Winchester

GIF by born-to-be-his-baby88

(gave myself an actual pat on the fucking back for finding this gif like y'all are gonna see how perfect it is in a second!)

Pairing: Dean Winchester x fem! reader

Word Count: 3.9k

Summary: Dean won't eat his vegetables...until you offer to cash in on a very recent fantasy of his, that is.

Warnings [18+ MINORS DNI]: P*rn w/ some solid plot action actually, a bit of domestic fluff sprinkled in, reader and Dean are married (don't know if that's a warning but you should know?), reader dresses up in a sexy Zorro costume with the hat and mask included, handcuffs (Dean receiving), mentions of a safeword but not used, fingering/masturbation (reader receiving), oral sex (brief Dean receiving), a whole lotta teasing (Dean receiving), p in v sex (cowgirl, missionary), unprotected sex (wrap your willy before you fuck her silly!), dirty talk, switch! Dean, switch! reader, very vocal Dean, brief choking (Dean receiving), creampie.

A/n: Hey! Sorry for disappearing for 3 months again...So classes finished almost 2 months ago and I've been wracking my brain about what to post. I tried finishing some of my drafts and it just wasn't working for me idk. Then, like any normal person, I was randomly watching some SPN bloopers this morning and it got to a scene where Dean said sometimes he wants to get spanked during sex by a girl wearing a Zorro mask and my brain ran with that shit IMMEDIATELY. Now, I'm so sorry I couldn't actually write him actually getting spanked without it sounding corny and just wrong to me? But I did write all of this in 7 hours without stopping so I'm honestly proud of it regardless.

Enjoy...

It was a Sunday evening in the bunker, meaning you were responsible for dinner. With that task came the additional task of getting Dean to eat whatever vegetables you cooked without complaining and engaging in a rant that would end with him calling himself the “meat man”.

It’s not that you were concerned about Dean's weight or appearance, after 7 years of marriage you were confident that there was nothing in the world that could make you love Dean Winchester any less. But having a steady diet of beer, beef, and pie was a surefire way to kill any man of Dean’s age faster than any monster or demon.

And God knows you’d do anything to ensure he didn’t die before his time.

Hell, you have before.

Which is why you made Dean agree to eat a side of only vegetables with whatever meat he wanted at least once a week. This week it was string beans and sautéed mushrooms, aka his least favorite vegetable.

But you didn’t have the time to make the 45-minute drive to the grocery store earlier that day so he would have to deal.

Or you wish he would deal…

“Mushrooms? Baby come on,” he complained when you placed his plate before him.

“Hey, it’s all that was left in the fridge. Eat up,” you shrugged, placing a kiss on the crown of his head.

“You know, we could always do no vegetables,” Dean offered with a wide grin.

You chuckled and used a finger to squish his stubbled cheek. “You wish, Winchester.”

He sighed in defeat and turned to pick up his fork.

You looked to make sure Sam was out of earshot before leaning down to where your lips grazed Dean’s ear. “Tell you what, if you eat those vegetables I’ll do that thing you told me about…later” you whispered.

Dean’s eyes lit up immediately, “The thing?” he harshly whispered.

You nodded with a smile.

“Costume and everything?” He made a gesture with his hands.

“Yup, I’ve been hiding the costume for weeks.”

“I’m game” Dean agreed, digging into the mushrooms first.

You turned away to share your own plate with a smile.

“I’m gonna go grocery shopping later,” Sam announced as he sat beside Dean with his plate. He met your eyes, “Anything else you forgot to put on the list?”

“Yeah stop at the liquor store and grab me a bottle of red? I ran out,” you answered sitting across from the boys with your plate.

Sam grabbed a pen and a piece of folded paper from his pocket and added it to his list, “Yeah, no problem. What brand again?”

You swallowed a piece of your chicken with a smirk. “I’m sure you already know seeing as you’re the one who emptied the bottle to the very last drop,” you addressed Sam.

His pen slipped from his grip, his green eyes widening to meet your narrowed ones.

“You drink red wine?” Dean pointed at Sam in disbelief as a laugh rumbled in his chest.

“How did you know?” He asked you, ignoring Dean’s quip.

“I saw you passed out in the library clutching the bottle the other night.”

“Listen Dean finished all the beer and it was the first thing I saw,” he defended himself.

“Oh, you’re getting more creative with your excuses. I'm impressed!” You gushed, sarcasm evident in your tone, “What was it again last week? ‘Oh Eileen wanted to taste some’ " you mimicked his gruff tone causing him to roll his eyes and Dean’s laughter to grow louder. “-when we all know that Eileen is a white wine type of gal.”

"I-" Sam tried to come up with a retort but eventually gave up. “Whatever.”

“Yeah pick up 3 bottles this time in case Eileen wants a taste,” you replied with a grin.

“Three bottles?!” He exclaimed.

“You aren’t the one paying for it, genius,” you reminded him, referring to the unlimited card Charlie hacked for you all those years ago.

“Yeah but I’m gonna have to lug it up here,” Sam mumbled as he stuck his fork into his chicken.

Dinner continued mostly in silence with Sam thinking about the two lousy trips he’d have to make between his car and the kitchen once he returns with the groceries, Dean thinking about the reward he’ll be getting for the vegetables he’s actually grown used to eating, and y/n thinking about all the ways she’s gonna make Dean squirm later.

~ ~ ~

Hours had passed since dinner and Sam was now on his way to the grocery store leaving just you and Dean in the bunker.

To say he was excited would be an understatement.

Dean first told you about this fantasy of his after a case you had months ago required you to take a trip to an adult costume shop to question the owner. It took mere seconds for the image of you in the very specific costume to cross his mind after laying eyes on the packaging.

You laughed at the idea when he told you and silently decided you would try and find the costume.

Of course, he didn’t believe you would actually indulge him but you were actually excited too. Costumes and toys weren’t new territory for you and Dean but they were few and far between with your unpredictable hunting schedules.

Dean now sat at the edge of your shared bed wearing pajama pants and a t-shirt waiting for you to return like you had promised.

But it had been almost 20 minutes since you left to get changed and his patience was wearing thin. He was seconds away from getting up and coming to see if you needed help or if you were even hurt.

Which you predicted would be the case.

So you had been standing out of sight by the doorway for less than a minute now waiting for him to try and leave.

“Damnit,” Dean eventually gave in to his worries and began to make his way to the door.

You smirked once you heard his determined steps drawing closer.

Dean’s eyes widened once you spun from your hiding spot against the wall to stand before him. “Looking for me?”

You watched his throat bob and his pupils dilate as he took in your full look.

Atop your head and face rested a sexy black Zorro mask and matching hat. You were also wearing a black sleeveless leather top that stopped in your midriff region and had strings tied between your breasts that allowed a whole lot of cleavage to be on display. The leather skirt that accompanied was low-waisted and stopped at your upper thigh, matching the black thong you were wearing beneath.

You had stretched the thin straps of the thong along your hips above the skirt for added flair.

In your right hand, you held a fake silver sword similar to the one Zorro held in the movies, and hanging from the left side of your skirt were two handcuffs ready and waiting to be used.

You were sex on knee-length boot-covered legs.

Dean felt himself growing hard already.

You bit your bottom lip at the way your husband’s eyes roamed your body, hoping the dark red lipstick covering it was as transfer and waterproof as the box advertised.

“You look...stunning,” Dean marveled. The model on the packaging of the costume didn’t come close to how it looked on your body.

Your heart swelled at the compliment before remembering the persona you had practiced for the night ahead. “Oh I know,” you took a step closer and leaned against the doorway. You pointed the sword in Dean’s direction. “Why are you still dressed, Dean?” you asked with furrowed brows and a smile.

A chuckle almost left your lips at the sight of Dean fumbling with his pant strings and tripping over his own legs to send the pajama bottoms flying over to a random corner while throwing off his t-shirt with record speed.

He stood before you in only his boxers, his enjoyment of your costume evident by the bulge in the center.

“Get on the bed.” You told him, your tone not excessively commanding but sexy enough to make him obey immediately.

“Yes ma’am,” he smirked, quickly sitting and sliding up to the headboard of the bed.

You walked further into the room and placed your sword down before climbing onto the bed and slowly crawling to where Dean sat. His green eyes followed your every move as you moved to straddle him, but not fully.

You then grabbed the two pairs of handcuffs attached to your hips and twirled them around your fingers. “How you feeling Dean?” you checked in, your hips hovering above his thighs, making sure to not touch his erection just yet.

“Oh, I feel great. Real great. I don’t think I’ve ever felt this great,” he nodded eagerly as you cuffed each of his hands to each bedpost, getting a face full of your boobs in the process.

"You sound nervous," you teased him, "Am I making you nervous baby?"

"Me? Nervous? Pfft!"

You scoffed, not believing him one bit. "What's our safe word?" you asked him gently.

Dean leaned forward as much as his restraints would allow to press a sweet kiss against your stomach. " 'Oklahoma', baby," he grinned.

You then let your clothed ass sink down on his covered erection. Dean groaned and tried to reach for your hips instinctively only to meet the restriction of the handcuffs. “I hope they aren’t too tight 'cause they’re gonna be on there for a while,” you nearly bust out laughing at the look Dean gave you.

“A while?” he repeated, dreading not being able to touch you at a time like this.

You shrugged, “If you behave I might change my mind.”

Before he could argue further, you leaned forward and connected your lips in a searing kiss. His breath was hot against your face as your lips drifted to his neck while your hands found themselves in his hair.

A breathy groan slipped past his lips when you nipped a specific spot beneath his ear lobe. “You’re so loud. Maybe I should’ve bought a muzzle,” you whispered in his ear teasingly, feeling his dick jump beneath you at your words. “I'll remember that next time,” you replied to his body's response.

“Baby, do you have any idea how amazing you look? ” Dean gushed, struggling against his restraints as you began to grind your hips against his covered cock.

You smiled and met his lips in a kiss once again. He slipped his tongue between your welcoming lips, allowing his taste to flood your mouth. You pulled away seconds later, nipping his bottom lip, and removed yourself from his lap.

He watched nervously, awaiting your next move while you scooted farther away from him along the bed. You slowly slipped off your boots, your confidence unwavering as you held Dean’s hungry stare.

He watched you use a hand to hold yourself upright before spreading your legs open to reveal the lace thong covering your already-drenched pussy. “Are you about to..." he trailed off, jaw clenched as he spoke.

"Hmm mhm. And there is not a damn thing you can do about it...except watch," you slowly removed your thong and threw it at Dean’s lap. He immediately became hyperaware of the feeling of the wet lace draped over his dick.

You slowly brought two fingers up to your lips and sucked them even slower to coat them in your saliva and give Dean a show before bringing them down to where you needed them the most. You began slow ministrations against your aching clit, pulling moans from yourself that made Dean impossibly harder.

He took a deep breath at the sight, imagining his own fingers parting your folds and rubbing at your swollen clit.

“You are a menace,” Dean laughed in obvious distress, licking his dried lips. He couldn’t handle watching you touch yourself without being able to touch you any longer so he looked away, swallowing harshly at the sound of your wetness against your fingers.

“Look at me Dean,” you mewled, continuing to rub your pussy in small quick circles. He turned reluctantly, watching as you slowly pushed two fingers inside your dripping hole. “See this, baby? It’s all for you,” you said, melting into a moan when your fingers grazed a spot inside you that drew your orgasm closer.

“I gotta taste you, baby,” Dean pleaded, “Open these and let me taste you, please,” he rattled the handcuffs against the bedposts.

The pure agony in his voice had your fingers and breathing speeding up and soon your climax was approaching. Dean’s breathing picked up in response. “Fuck, Dean I’m gonna cum,” you moaned, pressing a thumb to your clit while your fingers kept working inside of you to bring you to the edge.

A thin layer of sweat appeared on Dean’s forehead as he watched you keenly. He bit his bottom lip hard enough to draw blood, his self-control draining by the second.

Your eyes remained open and locked onto his, your moans growing louder and borderline pornographic. You were putting on a show and he was losing his mind.

“I’m cumming, fuck-“ you panted as your first orgasm of the night slammed into you and caused you to make a small mess on the sheets beneath you. Your body shook sporadically with aftershocks of your own work

Dean’s head hung low. “Jesus baby,” he huffed, his own voice strangled, “you’re trying to give me a heart attack aren’t you?”

You smiled as you crawled back up to sit on Dean’s lap, taking your thong and throwing them somewhere unseen. “Ehh maybe,” you replied coyly, straightening your hat and mask. “And since you behaved so well,” you reached a hand down to touch his clothed cock, “I think you deserve a reward,” you pressed a quick kiss to his lips.

Dean allowed you to pull his boxers off his body, watching you wrap a hand around his painfully erect cock. “Fuck,” he groaned at the feeling of your hand wrapped around him.

You slid down to where you could lay flat on your stomach between his legs and leaned down to briefly swirl your tongue around where precum was gathered at the tip.

“Take the hat off and look at me pretty girl,” Dean said.

You complied, throwing the hat off to the edge of the bed before diving down and licking his tip once again, but this time keeping your eyes locked onto his.

“Holy shit,” Dean groaned, his hips twitching upwards. You then opened your mouth and wrapped it around his length, slowly sliding down until your nose was nuzzled at the base, staying there for a few seconds before coming back up for air. “Hell yes, baby that's perfect,” he panted as you began sucking faster along his length, a few lone tears flowing from beneath the mask from the familiar stretch of his cock in your throat.

Your head continued to bob up and down Dean’s length for some time, drawing shallow moans of your name and grunts from him before you finally let up and pressed one last kiss against the side of his cock.

Dean’s chest heaved as you licked your lips and used a hand to wipe your face clean. “Goddamnit," he whined at your sudden stop, feeling his impending orgasm return to its hiding place.

You grabbed your previously discarded Zorro hat and placed it back on your head before hiking your skirt up to allow you more room to move your legs around Dean’s lap. “Can’t have you cumming before I’m done with you sweetheart,” you replied while untying the strings of your top and removing it.

The keys to the handcuffs dropped onto Dean’s lap from where you previously hid them in your top. You had honestly forgotten you put them there but it just presented yet another opportunity to get Dean all whiny and desperate, which was a rarity that you rather enjoyed.

“Oops would you look at that,” you exclaimed playfully, taking them up and dangling them in front of Dean’s eyes.

"Alright baby you broke me. Come on, just let me go, and trust me, I will make it worth your while,” Dean bargained with you.

"As enticing as that sounds," you paused and brought your hand up to caress Dean’s cheek before pulling him in for a sloppy kiss. You pulled away with a grin. “I love hearing you beg, so no,” you whispered against his lips.

Dean loudly groaned watching you gently place the keys down on the closest nightstand. “Shit,” he shut his eyes.

But they shortly shot open once you used a hand to grip his length and bring it between your dripping folds.

A pleased hum left your lips once the tip glazed your clit causing Dean to swallow harshly. “Aren’t you sick of teasing me,” he hissed.

Fuck no.

You used a free hand to grip the back of his hair. “Take a deep breath for me, Dean,” you told him, feeling his chest rise against yours soon after. And as it fell, you slipped his cock inside your entrance.

You slowly sank down onto his length until it was fully buried inside you, groaning at the welcomed stretch.

“I love those sounds you make for me,” Dean whispered against your lips.

“Oh you’re gonna be making some of those sounds too,” you smirked, clenching around him causing a sharp grunt to reach your ears.

You guided your hips up and down Dean’s length, riding him at a quickening pace. He jerked his hips upward to match your cadence drawing a gasp from your lips when his cock hit that spot inside you that had you seeing stars. “There you go baby,” Dean groaned, “you look so fucking good riding my cock.”

The hat and mask from your costume managed to stay in place as you slammed down on Dean’s cock repeatedly. And it was an image that he would never forget.

Your hand released Dean’s hair and instead found itself wrapped around Dean’s neck as you rode him faster. A whine that shot straight to your cunt escaped his lips when your fingers slightly tightened their grip around his throat.

You suddenly slowed down and instead began to grind your hips against his, moaning loudly when your clit grazed his pelvis. “I’m gonna cum again shit!” You threw your head back in obscene pleasure, releasing Dean's throat and holding onto his shoulders to steady yourself.

“Fuck yes. Use my cock to get off, sweetheart,” Dean urged you on before leaning forward to suck one of your nipples as best as he could.

This soon pushed you over the edge, your climax tearing a scream from within you as your hips faltered around Dean’s cock, your hat flying off your head once more. Dean relished in the way your cunt pulsed around him from your orgasm as well as the look of sheer pleasure that crossed your face at that moment. “You’re so beautiful,” he smiled up at you, meaning every word.

You kissed his forehead with a smile and reached for the handcuff keys. “I think I’ve tortured you enough,” you freed his right hand first, pressing a kiss against his wrist, then did the same to his left, “This is supposed to be a reward after all.”

Dean’s lips curved into a smirk at his newfound freedom. “Yes it is, sweetheart.”

A surprised yelp left your lips when Dean gripped your hips and flipped you onto your back. He grabbed your hat and placed it on his own head before sending you a wink. “And I’m not feeling rewarded just yet.”

You nearly came just from the sight of Dean hovering above you in only that hat. “We’re gonna have to talk about my sexy cowboy fantasy when we’re done here,” you raised a brow.

A low chuckle echoed from Dean’s chest. He reached up and tipped his hat in your direction, “yes ma’am.” He replied with a deep southern drawl.

Your pussy clenched instantly.

“That was hot as fuck,” you breathed.

“Thank you darlin’ “ he replied in the same accent with a wink.

You giggled before pulling him down for a kiss. He pulled away and touched the mask still wrapped around your eyes. “And thank you for doing this for me, baby,” he smiled down at you, “It was so so much better than I imagined.”

“It was definitely my pleasure,” you nodded happily, feeling his hands glide down your sides.

“Was?” He protested playfully. “The night is still young, sweetheart!” He threw your legs over his shoulder causing you to exclaim at the sudden move. He placed a kiss on each of your thighs and lined himself up with your entrance before entering you once again.

“FUCK” you cried out at the sudden intrusion, feeling your eyes well up with tears of pleasure in record time.

Dean pulled out and slammed into you once again, his grip on your legs tightening as he eased into a quick pace.

“YES-Dean holy shit,” you moaned, eyes quickly rolling to the back of your head and back arching up and off the bed as he fucked you with reckless abandon.

“How’s it feeling baby?” Dean said, bringing a hand down to play with your clit.

“So good, Dean, so fucking good,” you rambled, your skin buzzing with pleasure, “Harder, please, I'm almost there,” you found yourself begging.

“You gonna cum for me already pretty girl?” He sped up his slaughter on your cunt, "Maybe I should make you beg for it?" his voice was low and demeaning but only spurred you on more.

You shook your head adamantly while your hands fumbled around Dean's waist for a solid grip. So he simply released your legs and grabbed your hands before holding them down above your head, driving his cock into you even harder at this new angle.

“Dean!" you broke off into a strangled moan.

Dean’s lips attacked your open neck. “I wish we had neighbors so they could hear you screaming my fucking name,” he all but growled as the sounds of your moans and skin against skin plagued the air.

You came with a yell seconds later, your release coating Dean’s cock and the sheets. “That’s my girl. There you go baby,” he released your hands and held your face, guiding you down from your high.

Your hands gripped Dean’s hair harshly as you kissed his lips and his hips stuttered, his cum coating your insides soon after. You swallowed his grunts as his cock continued to leak and twitch inside you.

Broken pants befell both your lips in between sloppy kisses while your orgasms passed and your shared spend flowed between your legs. You eventually released his lips for air, “That was-“

“-Incredible,” he mirrored your thoughts, removing your hat from his head. Dean used a hand to remove your mask and brush a few strands of hair behind your ears once he moved to lie down beside you.

“Hi,” you grinned in awe of the man you called your husband. “Hey sweetness,” he grinned back, adoration evident in his deep green eyes.

Your cheeks flushed as he pressed a kiss against your forehead. He quickly grabbed his previously discarded t-shirt and used it to clean up the mess between your legs before throwing it in the laundry basket nearby.

You snuggled into his side once he returned to the bed.

“So uhh what was it you were saying about your cowboy kink?” Dean smugly asked after a few seconds.

“Goddamnit Dean,” you shamefully groaned into his side, gaining a chuckle from him.

ANDDD SCENE!

Hope it wasn't too bad seeing as I gave up on editing it like 75% through it.

Tbh I highly doubt more than 20 people are gonna see this because I have no idea how strong the Supernatural fandom's presence is on here, which also means that I don't know if anyone has used a plot like this one before so don't be afraid to let me know if that is the case and I will make changes as I see fit!

(Also let me know if you want a sequel one shot with sexycowboy! Dean and reader. Or feel free to make any other requests)

Reblogs, likes, and comments are ALWAYS appreciated :)

divider creds : @cafekitsune