#bow legged Dean Winchester

[raw-detergent]

[not-that-cas-lives-in-my-ass]

Bowlegged king 👑

standing like a toddler

[manpaindyke]

can we get a little closer?

[spnyouresostupid]

Sam and Dean undercover at the high school

[twisted-ivy]

Another because I’m obsessed with his legs

[all-4-wincest]

It only feels fair that today I focus on, Dean, yes I’m a sex God, Winchester. I spent most of the day focusing on Sam Fucking Winchester, yesterday, which was some amazing “research”. And today has been just as pleasurable! Without further ado, here’s your daily dose of Dean Winchester !!

Can’t leave Demon!Dean out!

[catnipster69]

I remember the moment I realized Jensen was bow-legged. I think I said, “Huh, he’s bow-legged.”

[spn-fanfic-reblog-writes]

Is it weird to realize you have bow legs and be glad you’re not the only one with them who walks weird?

I don’t think mine are as prominent as Jensen’s but I do the same form of walking and movements where a leg or foot is at an angle and just walk like it isn’t. I straighten it out but it looks weird.

See demon Dean and the hospital gif above it to see what I mean.

❤️

dean and his cute bowlegs for @feeddoughnut *:･ﾟ✧

[wendichester]

‧₊˚🍊༉‧₊˚. i kinda feel like an orange,

summary. you feel like an orange and dean will do anything for you.

pairing. dean winchester x you ; stablished relationship.

wordcount. 781.

note. inspired by this video.

You shift slightly on the couch, your calves still resting on your boyfriend's, Dean, lap. The warmth of the bunker's library wrapped around you two, bookshelves towering high with endless lore, while the faint hum of the overhead light fills the otherwise peaceful space.

You glance down at the massive tome in your lap, its frayed pages filled with ancient symbols and faded ink. This research session was taxing, to say the least. And though Sam was relaying on your help, you can't seem to hold your attention forever.

Your mind wanders, and before you even realise it, you blurt out, "I kinda feel like an orange."

Dean's eyes lift from his own book, pausing his reading to process your words. He tilts his head, his gaze settling momentarily on a distant point in the room as if the answer might be floating somewhere among the dusted books.

"Mhm," he mutters absently before turning toward you with a lopsided grin. "I guess I feel like a tomato."

You blink at him, caught off guard by his response. Then, a giggle bubbles up, your lips curling into an amused smile. "No," you manage between laughs. "I feel like—" you pause to catch your breath, your laughter lighting up your face and his. "I feel like eating an orange."

Realisation dawns on Dean, and his sheepish grin turns into a small chuckle. "Oh," He rubs the back of his neck, the corner of his mouth twitching in self-deprecation. "Well, we've got one in the kitchen."

Your laugh dissipates into a smile, your eyes flicking back to your book. "Yeah, but I don't feel like peeling it." Your voice dips, and your teeth catch your bottom lip as if embarrassed by the admission.

Dean closes his book with a definite thud, setting it on the couch beside him. He leans forward slightly, catching your gaze. "I'll peel it for you, sweetheart." His voice is soft, teasing yet affectionate.

Your cheeks turn a delicate shade of pink as you look up at him through your lashes. The sight of your flushed face sends a warmth blooming in his chest.

"I'll cut it for you. I'll sauté it. Whatever you want." He grins, sliding your legs gently off his lap as he moves to stand. Before he fully straightens, he leans in and presses a soft kiss to your forehead. You tilt your face upward slightly, the corners of your lips lifting in response.

"Thank you," you say softly.

"Anything for you," he replies with a wink before heading to the kitchen.

You watch him go, your gaze lingering on his retreating figure until he disappears through the doorway. You can't help but shake your head, a small laugh escaping your lips. Dean Winchester, feared hunter, lore expert, and absolute softie when it comes to you. You set your book aside, pulling a throw pillow into your lap as you wait.

In the kitchen, Dean rifles through the fruit bowl until he finds the lone orange. He picks it up, turning it over in his hands as if it might hold some secret to making you smile even more. Man, he's whipped.

"Peeling an orange," he mutters to himself with a grin, grabbing a knife from the drawer. "Sam'd never let me hear the end of it."

He sets to work, carefully slicing through the rind and peeling it back in neat sections. As he works, his mind wanders to how this mundane task felt... nice. He'd do anything for you.

When he's done, he arranges the slices on a small plate, even taking the time to remove any stray bits of pith. Satisfied, he carries the plate back to the library, a self-satisfied smirk playing on his lips.

"One perfectly peeled orange, delivered to Your Majesty," he announces, holding the plate out with a small bow.

Your face lights up as you reach for the plate. You chuckle, “You’re too good to me,” your voice is warm with affection.

Dean flops back onto the couch beside you, pulling your legs back into his lap, arm draping across the back. “Damn right I am.”

You pop a slice into your mouth, savouring the burst of citrus. “You even got all the white stuff off,” you speak in an amused tone, glancing at him with an impressed look.

“Nothing but the best for you, sweetheart.” He leans in, brushing a strand of hair behind your ear. “Now, where's my reward?”

You laugh, leaning in to press a quick, sweet kiss to his lips. “You’re such a dork.”

“You love me,” he shoots back, his grin widening.

You roll your eyes but can't suppress your smile. “Like crazy,"

[ultravi0lence14]

Primadonna Girl

dean winchester x fem!reader

1.1k | fluff

summary: you and dean couldn’t be anymore different. but that’s why he loves you so much.

*loosely based on the song Primadonna by Marina and the Diamonds

sam couldn’t help but smile anytime he saw you and dean together.

the two of you couldn’t have been anymore different. yet, you two somehow ended up in a relationship. a year and a half long relationship that is.

dean winchester had always been rough around the edges. even as a young boy, people would look at dean and know to not get in his way, to not get him angry or the outcome wouldn’t be pleasant. his wardrobe always consisted of leather jackets, flannels, and big boots. something some people would find intimidating.

that had followed him into his teen years, and most importantly, as an adult. growing up with a berating father who saw you as nothing but a soldier didn’t help, and dean was sometimes jealous of sam for how level headed he was.

the thing was, you couldn’t be anymore opposite. growing up, you were as bubbly as a shaked can of soda. always laughing, smile on your face 24/7, and a knack for anything feminine.

you were a girl after all, and you couldn’t help but love anything that had to do with lace or dangling bows from wherever you could place them.

the narrative that a girl being hyper feminine and — for lack of better words — girly in nature was dumb or didn’t amount to much always made you angry. a girl could do anything a man could do if she was wearing slouchy jeans and a flannel or platform shoes and a skirt. it wasn’t how you presented yourself, it was your integrity, and how hard your drive to help people was.

crossing paths with the winchester brothers was never on your bucket list. you had heard too many stories of how those boys started more than one apocalypse, how they had a way of ending up in hell every other month. with your knowledge, you didn’t want anything to do with that.

if it wasn’t for you running into them on a case, you would have never given them a second thought. but you’d realized how dedicated the two were, how kind and how they were all around sweet boys. so you stayed. bonding with sam over your love for books and how you were both severely lactose intolerant.

dean on the other hand, he was harder to crack than his giant of a brother. the first couple of months the man did nothing but berate you. finding any chance he could to make a jab in your direction. you honestly thought he hated your guts, only for sam to finally admit that this was how his brother acted when he really liked a girl.

that same night, you confronted him. spewing multitudes on how treating a girl like that just because you have feelings for her is something a middle schooler would do. what you were not expecting was for dean to wrap his arms around your waist and press his lips roughly to yours.

since then, you two have been inseparable. sam couldn’t help but snicker when he caught his brother carrying around your purse, or walking behind you like a lost puppy. dean was wrapped around your finger, and anyone with eyes and a brain could notice it.

sam most importantly didn’t hold back in telling dean how whipped he truly was. all the older winchester did was keep on going with a smile on his face. knowing he’d do anything to just be near you.

all of this lead you two to this very moment, a calm night in the bunker as you and dean sat in his so called ‘dean cave’. on the couch and watching some cheesy teen drama on the flat screen tv.

you were sat in dean’s lap, legs moved sideways over his as he played with the lace trimming on your black knee high tights. dean’s grey henley and dark, plaid pyjama pants were in no synchronization with your frilled, white skirt and your big, fleeced, dark pink sweater.

the two of you were sat in a serene silence, eyes averted to the tv while dean’s fingers travelled up your calf and your hands found purchase in the tuffs of his hair.

neither of you had noticed sam’s figure in the doorway until you heard startle of laughter. looking up, you both saw sam leaned on the door frame, shit eating grin forming on his face as he analyzed the scene playing out in front of him.

“wow,” he started, shaking his head and having a strand of hair fall in his eyes. “if someone told me you’d be all domestic like this five years ago dean i would’ve laughed in their face.”

all dean did was roll his eyes, pulling you impossibly closer and nuzzling his face in your neck. promptly ignoring his brothers annoying remarks while also being in close contact to you. what else could he possibly need at the moment?

you just laughed, shooing sam away and watching him turn around a giggle all the way to his room. when the younger winchester was out of sight, dean moved his head so he could plant multiple kisses all over your face.

a squeal tore through your lips as you jokingly attempted to push him away, only spurring dean to hold on tighter to your legs as his mouth placed two sloppy kisses on both of your cheeks.

somehow in the midst of loud laughter and entangled limbs, you had ended up on top of dean. legs straddling his waist as he moved his hands from the top of your stockings to hold on tightly to your waist.

your hair had created a curtain around his face, and all he could see at the moment was your radiating smile and gorgeous coloured eyes. with a slight tug at his lips, he moved his hands under your sweater to soothingly move his hands up and down your skin. “you are the best thing to ever happen to me, sweetheart.”

a smile broke out onto your face, pressing a quick kiss to dean’s forehead before lying down and cuddling up to his chest.

all the winchester could do was hold you tighter, relishing in the fact that he had you. you, the greatest thing to ever come to him. dean sometimes thought he didn’t deserve you, that you were too good for him in so many different ways. but when you let him hold you like this, kiss your face and see you in any way possible, he knew that pushing you away would be the stupidest thing he’s ever done.

“i love you, dean.” you murmured, eyes back on the tv as his deft fingers on your back was calming you down. if possible, dean’s smile got even bigger. moving down to put a soft kiss on your head as he whispered back, “i love you too, Y/N.”

[winchesterwild78]

Heaven

Master List

Characters: Dean x Reader (wife), Sam x Reader (in-laws)

Warnings: Mention of deaths, nothing too major, some fluffy stuff 

A/N: I got this idea from a post I saw @jackles010378 post. Dean has died and he meets you, his wife on the bridge. When Sammy comes, you give them their time. 

Very short story 

All work is my own, don’t take it. Reblogs and shares are welcome 

Minors DNI 18+ 

I sat on the porch of the bar with Bobby, drinking a beer. The two of us reminisced about how we met, and how he introduced me to Dean. 

It was love at first sight for me. Who wouldn’t fall for the one and only Dean Winchester. He was an amazing hunter, an incredible protector, and damn was he good looking. His jeans fit him perfectly, his shirt was just tight enough to show off his toned chest, and his biceps and bowed legs made me weak in the knees. 

Dean had so many walls up when I first met him. Who could honestly blame him? He had been through hell and back and shouldered so much from a young age. I never got the chance to meet John, and that was a good thing, because honestly, I definitely had some choice words for him. 

The day Dean finally let some of his walls down, was after a particularly hard hunt. I had gotten hurt and Dean was angry. At first I thought he was angry with me, but quickly I realized he was angry at himself for letting me get hurt. “Dean, it wasn’t your fault. It was mine. It’s not your responsibility to protect me all the time. Going left when I should have gone right was my choice, and my choice alone.” I remember touching his chest and feeling his heart beat wildly and his breath hitch. The look in his eyes had me holding my breath, and then he kissed me.

That was almost ten years ago. We had been through so much together, and after that night, we were inseparable. Dean and I had sex that night. No, it wasn’t making love or taking our time. It was primal and full of need and desire. It was raw, messy and loud. All the years of hunting together, the tension that had built and the angst from the hunt, just poured out in between those sheets that night. 

Dean took me in ways I’d never been taken, and I fell deeper in love with him. I was sure the morning light would bring regret from Dean, but I was wrong. The next morning when I woke up in his arms, he told me he didn’t want anyone else but me. We had been together ever since. 

About a year after that night Dean and I got married. We tried to have children, but it wasn’t in the cards for us. The biggest reason, I died in a car accident about a year ago. 

Dean tried to make a deal to bring me back, but no demon would deal with him. Jack let me go back and see him, I begged him to move on. Jack gave me 24 hours to be with Dean to say our goodbyes. We spent the whole time together, most of it in bed. We made love, over and over again, and Dean took pictures of the both of us together. He said he wanted to make sure he had pictures to hold on to if he couldn’t hold me. 

When it was time to say goodbye, Dean kissed me and told me he’d see me soon. I told him I didn’t want to see him too soon. “Dean, please move on. Live your life. Fall in love again, and have those babies we wanted. You deserve that, Dean. I want that for you. I love you.” Dean cupped my face, “Baby, I don’t want anyone else. You’re it for me. I love you, Y/N.” He kissed my lips one last time and then it was time for me to go. 

When I got to Heaven and Jack had taken over, I ran into Bobby. Seeing me was met with a mixture of excitement and sadness. He knew since I was there, that meant Dean was alone. Bobby pulled me into a big hug, “Hey, baby girl. I wasn’t expecting you here so soon.” “Yeah, I was in a car accident, I was hit by a truck running a red light. Imagine that, a hunter dying in a car accident and not on a hunt.” 

I made my rounds seeing loved ones and visiting different places in Heaven. Jack appeared on one of my walks, “Hey, Y/N. Go to the bridge. You have a visitor.” I looked at Jack oddly, but started to walk towards the bridge. As I approached I saw her…Baby. The beautiful, sleek, black car that held so many memories for Dean and me. Then I saw him, leaning against the side.

A soft gasp leaving my lips, “Dean.” He turned and looked at me with a smile on his face, “Hey sweetheart.” I ran to him and leaped in his arms. “Dean! I’ve missed you so much baby.” He looked exactly the same, strong jaw, beautiful green eyes, strong arms and so incredibly handsome.

He pulled me tight and close to him, “I’ve missed you too, sweetheart. So much.” “Dean, what happened? Why are you here so soon?” Dean sighed, “It was a hunt gone wrong, we saved the kids, but I misstepped and ended up impaled on a piece of rusty rebar. It went right through me.” 

A tear slipped out, “Oh Dean, I’m so sorry baby. As much as I love that you’re here I know Sammy misses you.” “Yeah, I’m sure he does, but he’s got Eileen and I’m betting he’s going to marry her. You would have loved her. She’s so good for him.”

I smiled softly, “Well maybe he will get out of the life and they live a normal life.” He smiled and nodded, thinking about his baby brother getting out of the life and living the life he deserved.

Dean and I spend the rest of the afternoon talking and catching up. We climbed in Baby and went for a drive. 

The windows rolled down, music up, Dean’s hand in mine and me  sitting next to him. This was definitely Heaven. 

Dean parked the car and had me slide closer to him. His lips on mine and hands in my hair. “God I missed you sweetheart. It’s been too long since I’ve felt your lips on mine. I’m so sorry we never had those babies we wanted. We would have made some beautiful kids.” Dean chuckled. 

I cupped his face, “Dean, it’s okay. I had you and that was enough. Besides, if we had kids and I died, you would have been left with them to raise alone. Now with you gone, who would have taken care of them? My life with you was incredible. With or without children. I had you, and you were enough.”  

“You were enough too, sweetheart. More than enough. I feel so incredibly lucky to have you as my wife. I love you.”

A few minutes later we slipped into the backseat to make up for lost time. It was incredible and felt even better than I remembered. A few hours later we were dressed again, kissed and slipped back into the front seat. 

Dean put the car in drive and we drove towards the bridge again. We climbed out of the car and he leaned against the door, pulling me into his arms. My back was to his chest and his arms wrapped around me tightly..

We talked about everything and then silence. Dean and I could always be with each other in comfortable silence. He just held me. An occasional kiss to my neck or head. 

As the sun was starting to set, Dean looked up and smiled. I looked over to where he was and saw Sam. “Hey Sammy.” Dean said with a slight chuckle. “Hey Dean, Y/N.” 

Dean’s arms let me go and I walked over to Sam and hugged him. Then Dean pulled him in for a hug. I smiled when I saw the brothers embrace. 

Sam began telling us about his life after Dean died. What felt like minutes to us was over 40 years on Earth. 

Sam told us he left the life, went back to Stanford and became an attorney. He and Eileen got married and had a little boy they named Dean. Dean smiled when he heard that. Then he told us he died as an old man surrounded by his family. 

Dean beamed with pride. Sam was Dean’s first son and everyone knew it. I kissed Dean and hugged Sam. “I’m gonna let you two catch up. I’ll meet you later at Harvells, Dean.” 

Dean pulled me close, “I love you, sweetheart.” “I love you too, Dean.” As I started to walk away I turned and looked back at my husband and his baby brother. They smiled and nodded at me. I knew they needed time together. 

I had plenty of time left to spend with Dean and in his arms. After all, this was Heaven. 

Tags are open, if you want to be added or removed, let me know.  

Tags: 

@nescaveckwriter @kr804573 

@k-slla @jackles010378 

@jawritter @xx-spooky-little-vampire-xx 

@roseblue373 @cheynovak 

@jassackles  @chriszgirl92

@suckitands33 @arcannaa 

@n-o-p-e-never @ladysparkles78 

@smoothdogsgirl @hobby27 

@manicjk @stoneyggirl2 

@deans-spinster-witch @snowayumi 

@shadowqueen1318 @shanimallina87

@muhahaha303 @fitxgrld

@nancymcl @baby19sthings

@cheekygirl2309 @oceean

@kindollss @foxyjwls007

@lmg14 @cevansbaby-dove

@spxideyver @reignsboy19

@deans-baby-momma @deansimpalababy

@ladykitana90 @quietgirll75 

@superrey @kamisobsessed

@obliviousap @ninii-winchester

@mischiefnevermanaged89-blog @whimsyfinny

@bobbdylan @star-yawnznn

@reignsboy19 @monkey-d-hoshizora98

@depressionbarbie2023 @livingdeadblondequeen

@mandee7

[zepskies]

A Little Danger

Pairing: Dean Winchester x Plus-sized!Reader (Latina)

Summary: While relaxing together in the bunker, Dean takes your playful teasing to a new level. (And he’s too horny to care about the consequences.)

AN: Couch sex, basically. This is another one for the Espresso-verse! Includes a call back to Devour Me.

Word Count: 2K

Tags/Warnings: 18+ only. Smutty smut in a semi-public place. Hair pulling, flirty teasing, endearments, “twist” ending.

Start from the beginning of the series: ⤵️

☕ Midnight Espresso Masterlist

Usually, Dean likes the feeling of your fingers running through his hair.

Like now, on a rare day of quiet relaxation after a long hunt. When Mary’s out and Sam’s on a grocery run. And Dean’s laid out across the couch in the library, arms crossed, earbuds in while Zeppelin’s “Going to California” plays in stereo, his head and shoulders resting against your plush thigh.

Your feet are propped up on the coffee table, your mostly bare legs crossed at the ankles. You have a book in one hand while you’ve been absently massaging his head…

But when you start to get weary of reading, in your boredom, your clever fingers become less soothing through his light brown hair, and more playful in their ministrations. You start to push his hair in the opposite direction, making it spike forward in disarray.

Dean frowns. You can’t see it, but you sense the change, in the way he stops bobbing his head lightly in time with the music.

You bite back a smile and continue your little game, even tugging a little on the strands when you push them forward. Like rubbing a cat the wrong way.

Letting out an annoyed breath through his nose, Dean takes out one earbud.

“What. Are you doing?” he asks.

It takes everything within you not to laugh.

“You’re my erizito,” you reply, smiling. You take a peek at his profile and catch the way his brows furrow.

“What the hell’s that?” he asks.

“My little hedgehog,” you translate the Spanish endearment for him, and you tease him, tugging again on his soft strands.

You finally have to giggle at the way he looks back at you from the corner of his eye. You get maybe one more time to sweep your fingers through his hair the wrong way, before he grabs your hand and turns over.

Your resulting squeal turns into laughter when he yanks his earbuds off and plucks your book out of your hand.

“Eh, eh! Don’t lose my place,” you warn, stopping him from closing the book all the way. He allows you to dog-ear your page, but he then tosses the book onto the coffee table to join his phone and earbuds.

“Come ‘ere,” he mutters.

Then he grabs your crossed legs and manhandles you beneath him on the couch. You allow it with a yelp of surprise and much giggling when he jostles you, pulling you down by your hips. Dean lowers himself between your legs, where he’s so often welcome, and settles his body over yours.

You smirk in his face. His hair is all kinds of fucked up.

He can see you’re admiring your handiwork. Little hedgehog, huh?

With a shake of his head, he bows down and silences your teasing with a kiss.

Your eyes fall closed. You breathe in and utter a sound of contentment. You frame his face with your hands and follow the familiar dance of his lips against yours.

A delicious push and pull that has his teeth grazing your full lower lip, sucking it into his mouth, his fingers tangling in your hair. His other arm is perched high above your head, giving him leverage to completely cage you with his broad, heavy frame.

But it’s a good heavy. You like the feel of him laid out over you, protective and claiming all at once. And he likes the feeling of every soft curve of yours; thighs, breasts, and soft middle all a welcoming place for him to rest—and then ravage.

His lips veer away from your mouth, allowing you both to catch your breath. He burns a warm, sloppy path along your jawline. You wrap your arms around him and splay your hands across his back. They slide lower as he moves down, and down your neck.

“Babe,” you prompt quietly in his ear. You can’t help but smile. “We’ve gotten in trouble on this couch before.”

As in, you both have been caught buck ass naked and tangled together on this couch. By his brother. Twice.

Dean smirks, just before he starts to tease the shell of your ear with his tongue.

“Tell me you don’t like a little danger,” he says. 

Right, you think, with a shudder at his tongue. Or, he just has no fucking shame.

You have to giggle regardless. The trembling in your chest moves both of you, makes the shape of Dean’s smile press into your skin. He continues his downward path and rucks up your shirt.

Your knees bend further on reflex and squeeze his hips when his tongue dips between your breasts, still pushed up by your bra. You arch your back so he can slip a hand under your back and unclip the white lace. He slides it off your body, along with getting your shirt up and over your head.

Your hands dive under his layers of red plaid and black undershirt, sliding up and down the smooth slopes of his back, grazing with your nails, getting him worked up enough to have him yank off the layers himself.

He’s left in his jeans, which begin to find friction against your clothed center through the little shorts you often wear around the bunker. Dean both likes them and hates them.

Likes them, because you fill them out well, and he likes getting a handful of your ass (like he’s doing now, while he begins to rock the hard bulge in his jeans against your core while kissing you hungrily).

He also hates these little spandex shorts, because he’d rather his brother not get to see you in them. Still, Dean gets too much enjoyment out of slipping his fingers under them, squeezing your thigh, letting his thumb brush down towards your center.

Already your pussy’s throbbing.

“Need you,” you pant against his lips.

It’s been a bit too long since you two have had this kind of time alone together, not to mention the energy to fool around. It’s making you not really give a fuck about being out in the open in the middle of the library, when your shared bedroom is just down the hall.

Dean nods, then he finally palms one of your breasts like he’s reacquainting himself with an old friend. He rolls a budding nipple between his fingers and moans when he gets the other into his mouth, swirling with his tongue.

He drags a moan out of you too. You delve your hand into his wrecked hair and grip tight to keep him there.

You find yourself writhing underneath him, your hips rolling against his with need.

“Dean…” Your voice is pleading.

“Okay, I gotcha,” he says against your skin. He drags down your little shorts by the hem and reveals bare ass against the couch cushions. He hums with interest. “No panties today?”

“Surprised you didn’t notice,” you quip.

Though you do the work of unclipping his belt and helping him shimmy out of the jeans, letting them pool to the floor alongside your clothes. You roll down his boxer briefs far enough to let his cock spring free. He grabs your arm and utters a deep groan at the way you handle him, with a gentle but firm hand along his shaft.

“Guess I’ve been distracted,” he admits. He presses a forehead against your shoulder and bucks into your hand, the more you tease him. “Fuck, how long’s it been since—”

“A couple weeks,” you answer him. You begin to kiss down his neck, occasionally nipping his skin. “Too long.”

“Too damn long,” he agrees, with another sound of pleasure. He stops your hand so he can concentrate on getting you ready. He slips a long finger down your slit and between the wet folds of your pussy, where you’re already soaking for him, coating his digit.

“Fuck,” he mutters again, “all this for me, baby?”

You breathe a laugh and drag your nails down the back of his neck. “Always.”

Dean grins. Just to be thorough, he slips two fingers into your wet channel. He revels at the way you hold him close by the back of his neck and moan encouragements into his ear. But you cry out when his thumb finds your clit, and circles it with precision. Then the rest of his fingers open you up and rub against your most sensitive places.

As your inner walls tighten, so does your hand; it moves back into his hair so you have something better to hold onto. 

“Dean,” you utter a warning. He nods and withdraws his hand from inside you. He peeks over the couch again, just to make sure no one’s coming. You both know this is about to be quick and dirty.

You both are panting when he grasps your hips and gives himself a better angle. You hook your thighs around his waist and give him an encouraging nod. With that, Dean positions himself at your entrance and slowly sheathes his cock deep inside you.

You release a shuddering breath, pressing your head back into the cushions. Your hair is a tangled mess fanning underneath you. He still has a hand planted on the couch’s arm above your head; you grasp his arm for stability. Dean rubs one of your thighs, in part to also get himself together as your inner walls spasm tight around him.

Fuck, it has been a while.

But he’s making up for lost time. He gives you long, steady strokes at first, letting you feel every inch of his cock as he drives back into you. A shiver of pleasure runs down your spine and you arch against him, your hands clasped on his arms.

Your heels pressing into his ass spur him on and speed up his rhythm, until he’s hitting so hard and deep against your cervix that it almost hurts. It’s a mix of intense pleasure tinged with that briefest bit of pain as he also hits your G-spot over and over.

But a few purposeful swipes of his thumb over your clit ensures that you come with him when he finally spills into you. He buries his face where your neck meets your shoulder, and a ragged grunt rolls from his throat as his release truly hits him.

You hold him to you, your own thighs quivering along with his last few strokes inside you. That hot coil snaps and you let out a gasping moan—one he swallows up with a deep kiss.

“Jesus,” you breathe, after he releases your lips. Dean catches his breath and gives you a shrug, despite his smug grin.

You smirk and once again sweep your hand through his ridiculous hair. It’s even more wild than before. You pull your hands through it, sliding down his neck on both sides. 

“I stand corrected,” you say slyly. “Now you’re my erizote.”

Dean snorts. “And that would be?”

“My big hedgehog,” you tease.

Dean rolls his eyes, even as his face warms. He tries not to laugh in the face of your unending giggles.

Neither of you register the footsteps coming closer until it’s just about too late.

“Dean, are you—Oh!”

His face falls, and his eyes widen when they meet his mother’s over the back of the couch.

“Shit!” he exclaims, covering you with his body when you gasp. But it’s not really you that you’re worried about her seeing.

No mother should have to see her adult son’s naked ass.

Mary stands there behind the couch with her hand over her eyes.

“Don’t worry. I didn’t see…anything,” she says. Usually she’s a better liar.

“I’m so sorry, Mary,” you try to say, but she waves you off.

“Just…clean the sofa. Okay, guys?” she says. Then she walks away without looking back.

Dean grimaces like he’s in pain.

“Sorry, Mom,” He calls to her retreating back.

He releases a breath and lowers his forehead into the crook of your neck. Your body shakes with involuntary giggles while you hold him, soothing him with a caress of his cheek. He’s still buried deep inside you, but by now he’s released your thighs from being wrapped around his hips.

“At least it wasn’t Sam this time,” you offer.

“I don’t know what’s worse at this point,” Dean grumbles.

You bite your lip. “Well, I mean, I did warn you—”

Dean gives you a playful slap on the ass to shut you up. But your resulting squeal and laughter just makes him smile.

AN: 😅 This one-shot started out innocent, I swear. What was once a simple "chilling on the couch" drabble turned into smut somehow, but I hope you enjoyed it! Let me know what you think. 😘

Keep Reading:

Next up in this series is "In Bad Weather." It acts as the finale of the Espresso-verse, though I'm still writing stories within the world to fill in the gaps when different prompts come to mind:

Summary: You and Dean tackle the biggest possible monkey wrench in your relationship yet: could Chuck have been manipulating you two all along? [Set in S15 - “Fix It” for season finale]

▶️ Next Story: In Bad Weather

Ko-Fi Me ☕

Dean Winchester One-Shots

Dean Winchester Masterlist

Main Masterlist

Dean W. Tag List (Part 1):

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[queen-of-deans-booty]

Nice To Nerf You

Pairing: Dean Winchester x Female!Reader

Word Count: ~2.1k

Warnings: fluff

Summary: When a new neighbor moves in across from you, you two start what looks to be the beginning of a beautiful relationship.

Square Filled: kiss cam (2020) for @spnfluffbingo

Author’s Note: i came across this video on tiktok and it's so wholesome and cute. thus this fic! here is the video!

x

The best thing about living in the apartment at the end of the hallway is that you’re far enough away from the other neighbors that you hear them. There is an apartment right across from you and one to your right which is at the very end. To your left is the stairwell as well as one to the right of the apartment across from you. So, besides those two apartments, there are stairs separating you from everyone else. 

No one lives in the apartment across from you, and you’re pretty sure the person to your right is dead. You never hear him inside his place, and he never comes out. He must have his groceries delivered because you once saw someone drop them off, and the next hours or so, they were gone. It’s been quiet for nearly a year, and you hope it stays that way.

You’re sitting at your desk at work playing a game on your phone when you get a notification from your Ring doorbell. Movement. Out of curiosity, you open the app to see who might be in front of your place. Maybe it’s your Amazon package you’ve been impatiently waiting for.

It’s not Amazon, but it is a man you’ve never seen before. He’s bringing boxes into the apartment across from you.

“Huh, someone finally moved in,” you say.

“Is he hot?” your coworker who sits next to you, asks.

“I don’t know. All I see is back. It’s a hot back.”

“Let me see.”

Emily scoots her chair closer to you, and you angle your phone to show her. Her eyes widen and a smile breaks out on her face.

“Hubba hubba. That guy is hot.”

You look at your phone to see the man facing your camera. Hot doesn’t even begin to describe him. He’s not too bulky but not too lean, he has a trimmed beard, he’s tan, and he has cute bow legs. He’s going to be your neighbor? A taller man with shaggy hair steps out of the apartment and grabs the last box to bring inside.

“There’s two of them,” you smirk.

“Lucky bitch. My neighbors are either too old, married, or children.”

You’ve never wanted to get home as much as you do than in this moment. At the end of the workday, you practically jog to your car. You check the Ring Doorbell and see that the hallway is cleared of all boxes which means he’s all moved in, at least for now. You start your car and open your music app to pick a playlist when you get a notification from Ring.

You open the app to see the mysterious stranger standing in front of your door holding a Nerf gun. You press the button that allows you to talk to whoever is at the door. The stranger looks even more beautiful up close.

“Can I help you?”

“Yeah, hi. My name is Dean Winchester, and I just moved in across the hall. I have this tradition where I play Nerf wars with my neighbors. I’m just going to leave this here. Feel free to shoot me at any time.”

Dean sets the Nerf gun on the ground and walks to his door. He waves goodbye before entering his apartment. Okay, that’s a new one. It’s such a wholesome way to get to know your neighbors, so you’re not not liking it. You try not to speed the rest of the way home, and the Nerf gun is on the ground where Dean left it.

“This is so weird,” you mutter with a smile.

You pick up the gun and walk inside your apartment. As weird as this is, this is going to be fun. You’re very competitive. It’s Friday which means you can sleep in tomorrow because you don’t have to go back to work until Monday. You have forgotten about the Nerf gun until you see it on your kitchen counter. You walk over to the door and peer through the peephole, but there is nothing in the hallway.

You walk away from the door with a smirk, already forming a plan inside your head on how to get Dean. A few hours later, you’re sitting at your computer playing some games when you get a notification from Ring about movement at your front door. You open the app and see Dean approaching his door. You jump out of your seat and grab your Nerf gun on your way to the door.

There’s no better way to do this than to just go all in. You yank the door open and start shooting at him, and he jumps from the sudden intrusion. He finches back as if the bullets actually hurt, and he struggles to get his key in the door.

“Surrender! I’ve won this round!” you laugh and continue to shoot him.

He manages to pry his door open and grabs the Nerf gun sitting by his door. He turns and shoots at you but misses both times. You jump back with another laugh and run back into your apartment. Not only is Dean shocked at how beautiful you are, but he’s also surprised he actually got you to participate. Usually, his neighbors aren’t into this kind of thing.

You lost most of your bullets but it was worth it. He can hear your laughter come from inside your apartment, and he knows you’re watching him from your Ring doorbell.

“Alright,” he laughs. “Game on, sweetheart.”

Every time you and Dean get home, the other starts shooting. You bought a bunch of bullets from Amazon to keep your supply stocked, but you also grabbed the strays from your battles. This has been going on for weeks, and it’s honestly the highlight of your day. You’ve got some letters from the neighbor to your right about the noise, but you don’t think you’re being that loud. Plus, the police haven’t been called yet so you’re going to continue to have fun with Dean. One Friday night, you leave the apartment with your trash in hand. The only reason you’re going out is because you know Dean has his brother over.

You don’t think he’d interrupt his evening with his brother to get you, but you’re about to be proven wrong.

Dean’s door opens and he steps into the hallway with a gun in hand.

“Y/N!”

You barely have time to turn around before he’s shooting at you. You squeal and try to run away but think better of it and turn back to Dean. You swing the trash bag around to try and deflect some of the bullets, but most of them hit you. Dean jumps back into his apartment when you run after him.

“Not fair, Winchester! I’m unarmed,” you laugh.

Dean opens the door but holds up one hand to show you he’s calling a truce right now.

“If I win this next round, you gotta go on a date with me.”

“What if I win?”

He smirks and leans against the doorframe. “You’re not gonna win.”

“You’re going to feel bad when I do.” You turn to leave when Dean shoots your ass. “Oh, it’s on!”

You take the trash out and are on your way back when you spot Dean in front of the elevator when it opens. You didn't know that the next round would happen now.

“No, this isn’t fair!” you squeal.

He lunges at you but you dodge his attempts to hit you. You take off running down the hallway while laughing, and he runs after you. The logical thing would be to go inside your apartment, but you’re not thinking clearly. All you’re thinking about is getting the hell away from Dean. The first thing that pops into your head is to go inside his apartment.

“Why are you in my apartment?” he laughs. He opens the door and walks inside. “Get out of my apartment.”

“Truce, Dean,” you laugh.

“Okay, fine.”

You come out of hiding. “Really?”

Dean smirks and shoots you once in the stomach. “Nope. I win.”

“No, you cheated! That’s not fair!”

“There were no rules, sweetheart. So, I guess I’ll pick you up tomorrow at seven for dinner. Sounds good?”

You can’t help but smile at him. He’s making it so damn hard to be mad. Not like you were ever mad.

“Fine. Seven.”

Dean watches you enter your apartment with a smile. He can’t wait for tomorrow night. It’s all that’s going to be on both of your minds. Tomorrow comes faster than you think, and you’re just about ready for the date. You’re putting the finishing touches on your hair when you get a notification from Ring.

“Hey, I’m almost ready. I’ll be out in a minute,” you say into the app.

“I told you I was going to win,” he smirks.

You shake your head with a smile and pin up the last piece of hair. You’re dressed in a pastel pink silk shirt with black jeans that don’t look like jeans. You barely have on any makeup because it’s hot and you don’t want it to melt under the humidity. You grab your purse and join Dean in the hallway who takes a step back from shock at how good you look.

“You look… beautiful. Wow.”

“You’re not so bad yourself, Winchester,” you smile. “Where are going?”

“Somewhere woodsy.”

“I wore my good silk for this. Should I change?”

“We won’t be getting out of the car.”

“Okay.”

You turn to lead the way when you feel something hit your back. You gasp and turn to see Dean holding a smaller Nerf gun he must have been hiding in his jacket pocket. You lunge at him to playfully fight when Dean puts his hands up in defense.

“Shh, shh.” He points to the neighbor at the end of the hallway with his gun. “This neighbor fucking hates us.”

“He’s written me so many letters about us,” you chuckle.

“That wasn’t him. That was me.”

“You bitch,” you laugh.

Dean escorts you to the parking garage where a beautiful ‘67 Impala is. Normally, your dates are spent in a movie theater, a restaurant, or someone’s house. Never have you ever gotten takeout food and eaten it on a cliff overlooking the city. Dean is a lot of things but boring isn’t one of them. He’s nothing like your ex-boyfriends, but maybe that’s a good thing.

“So, I’m assuming that tall man I see you with is your brother?”

“Yeah. His name is Sam. We’re retired. He has a family while I’m just trying to keep busy.”

“Retired? You can’t be more than thirty-five. What did you do before?”

“Thirty-seven, actually. We traveled the country and helped people who needed it. You know, pests and stuff like that. We got a hefty inheritance from our family, so we are able to live on that.”

“You don’t have any hobbies or anything?” you ask and take a bite of food.

“I like working on cars. I got a job as a mechanic. What about you?”

“I work at a law firm as a criminal attorney. Or I’m trying to be one. I’m still in my internship at the firm. You know, shadowing people and getting to know the ropes. I just got my degree even at thirty-four.”

“It’s never too late to pursue your dreams.”

“You got that right.”

This date has been more interesting than any of the ones you’ve been on in the past because of Dean. You connect more with him than you have in all of your relationships. The date only lasts an hour, and Dean takes you back home. It’s nice living across the hallway from your date, but you hope the relationship doesn’t tank. It’ll suck if you have to see him when there is heartbreak.

“That was fun,” Dean grins.

“It was. I had a good time with you.”

You stand in front of your Ring camera and look up at Dean through your lashes. A moment passes before Dean pulls you in by your waist. He doesn’t have to ask permission to kiss you because you’re already leaning in. Sparks fly is such a cliche thing but it’s exactly what’s happening. Something awakens inside of you, something you’ve never felt before.

Part of you is glad you did this in front of your Ring camera so that you can replay this moment over and over again.

Though, the night wouldn’t be complete without a bit of sneaky fun. As you’re kissing him, you carefully take out the small Nerf gun you stored in your purse for this exact moment. You aim at his chest and fire, and he freezes when he feels the foam bullet. He pulls away with a shocked look on his face.

“You’re not winning the next round.”

Dean can’t help but laugh. “Would you like to come in?”

“Yes.”

He kisses you once more before opening his door for you. You can see this relationship lasting a long, long time.

x

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[artyandink]

don’t get up

SUMMARY: You have a migraine, but not to worry. Dean’s always insistent on helping you, and making you feel better. Why not? He’s your boyfriend.

TW: migraines, mother hen Dean, mentions of stress and overwork, established relationship, mentions of sex

REQ FOR: @cinderellasmissingshoes

A/N: Sorry this took so long, lovely! But here we are, and enjoy this small drabble 😁

“No- sit your ass down.” Your boyfriend was no short of being a protective mother hen when it came to your health.

You looked up at Dean with raised eyebrow, trying to protest through the throbbing sensation that bordered on mind-numbingly painful on the right side of your head. “Come on, Dean-”

“Darlin’, I ain’t gotta tell you twice.” Dean retorted firmly, gripping your shoulders with a strong hand yet pushing you gently to lay down, bringing those same calloused fingers to comb through your hair, smoothing it back. “Don’t make me cuff you to this bed.”

“You kinky son of a bitch.” You murmured, seeing the Advil he placed on the table beside you before going to turn off the lights.

And your laptop. And any light sources.

He stumbled over a chair leg to sit down beside you, propping you up a little and holding water to your lips. “Drink, baby.”

You rolled your eyes playfully, cause - no, you’re not a kid - but you complied anyway, sipping the water he held to your lips, taking the Advil too and drinking the sweet, sweet relief that Dean gave you. “Thanks, Dean.” You smiled, taking his hand, and he squeezed yours like you were a piece of porcelain.

“No problem.” He gave you a soft kiss on the lips, holding your chin. “Look, s’ my job as your handsome boyfriend to make sure you’re comfy. Besides,” he winked suggestively, “when you’re better, I’ll give it to you. Real good, real hot.”

“I can get behind that.” You grinned, feeling the migraine now irritate the sides of your neck, which felt just- ugh.

Dean noticed, beginning to massage the areas which knew that there was pain brewing like a mini storm in your nervous system. “I gotcha.”

“Yeah, you got me.” You murmured breathlessly, the pressure lifting slightly and feeling good.

Dean was a master with his hands in more goddamn ways than one.

He hummed, his forefinger and middle finger rolling circles into your temple with a small frown on your face. “You’re workin’ yourself too hard, sweetheart. Gotta relax sometime, yeah?”

“But, Dean-”

“Not takin’ another answer, princess.” He cupped your cheek, pressing a sound kiss to your lips, letting his thumb trace the bow of it. “You’re my lady. M’gonna make sure you’re good, cause if you ain’t, I ain’t.”

©️ 𝐚𝐫𝐭𝐲𝐚𝐧𝐝𝐢𝐧𝐤 / 𝐚𝐫𝐭𝐲’𝐬 𝐬𝐭𝐮𝐝𝐢𝐨

𝐈 𝐝𝐨 𝐧𝐨𝐭 𝐜𝐨𝐧𝐬𝐞𝐧𝐭 𝐭𝐨 𝐦𝐲 𝐰𝐨𝐫𝐤 𝐛𝐞𝐢𝐧𝐠 𝐜𝐨𝐩𝐢𝐞𝐝/𝐫𝐞𝐩𝐨𝐬𝐭𝐞𝐝

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[holylulusworld]

Pour me some love (1) - Flufftober 13

Summary: He always ends up in your roadhouse.

Pairing: Biker!Dean Winchester x Plussized!Reader

Trope: Love at First Sight

Warnings: flirty Dean, shy/low self-esteem, fluff

Idea by: @elle14-blog1

Kinktober vs Flufftober 2024

Life is slow out here. You’re used to it. Years of spending your time after school at your dad’s bar taught you two things. Men can be the worst, and alcohol is not for you.

After your dad retired, his partner Ellen Harvelle took over the business. She was kind enough to offer you to stay and work for her. In the back to take care of the finances, and in the front to help her with the thirsty crowd.

Most of your guests at the roadhouse are regulars. The usual drunk, the businessmen wanting to drown their sorrows in booze, and the lonely hearts seeking company. But sometimes you get lucky and a stranded traveler or someone catching your attention ends up in your bar.

Just like tonight. He’s back, with company: Dean Winchester, your dream man on bowed legs.

You sigh watching him step inside the bar. He straightens his tousled hair as the single ladies in the bar crane their necks. You rarely get the chance to look at men like the Winchesters and their friends.

Bikers. Rough around the edges, a little cocky, and so damn handsome.

You know little to nothing about them. What you know is that John Winchester, leader of the Purgatory biker club, is Dean and Sam’s father.

Sam, the younger brother, has a girl in tow. His girlfriend Ruby. She glares at the woman at the bar, marking her property by wrapping her arms around Sam’s neck to kiss him fiercely.

They make out for a moment before John clears his throat. He came here for drinks and a cheap bed, not to watch his son fuck Ruby with his tongue. “Sammy, get your shit together,” he grits out before walking toward the table her always occupies when he’s around.

He nods at Ellen, who already carries his favorite poison toward the table, along with enough glasses for his friends.

“Welcome back, John,” Ellen says. “No fights. No swear words. No smoking at my place, Winchester.”

John smirks. “I wouldn’t dare cause trouble at your place, Ellen.” She huffs and turns toward the bar to nod at you. You’ve got your hands full with the other guests, but the biker club tips well.

“Hello sweetheart,” Dean, the elder brother, claims the only free seat at the bar counter. “What can you recommend today?” He licks his sinfully plump lips, eyes glued to your chest. “What’s on the menu tonight?”

“We’re not a diner, Dean,” you tease, and slap his chest with the dishtowel in your hand. “We’ve got peanuts, beer, booze, and bad music blaring from the centuries-old music box.”

Dean grins now. He loves that you do not shy away from him any longer. In the beginning, when he first came to the bar, you barely got a word out when he tried to chat you up.

His constant flirting and charming personality changed your mind about bikers and men in general. You slowly warmed up to Dean, and now you fear he owns your heart.

Sadly, you’ve got no clue if he feels the same or if he’s just friendly to every woman. Dean is a natural flirt, and you fear; he only tries to make you feel better. Because most of the guys coming to the bar rather flirt with Jo or the other pretty and petite waitresses.

“Hey, if you stare at Y/N as if she’s on the menu, you’ll pay for her too,” Jo slams her hand onto the bar counter. She grins as Dean’s cheeks redden.

“I was asking about the special tonight,” Dean grumbles under his breath. Another missed chance to talk to you without someone ruining it.

“Babe,” Jo whispers in your ear, “don’t make it easy for him. Make him beg for it. You’re too good for a one-night stand.”

“He wouldn't... he didn’t,” you splutter, catching Dean’s attention. He watches you nervously tug at the Zeppelin shirt you found in a drift shop. You bought it because you remember he told you about his weakness for classic rock.

“I got an eye on you, Winchester,” Jo glares at Dean. “One wrong move, and you end up spitting blood, mister.”

“Jo!” You tut.

She snickers before walking off. Jo met lots of bikers in her life. None of them meant what they promised a girl. She learned the hard way what heartbreak means.

“So... uh, any food tonight?” Dean hopefully asks. Last time he came around, you offered the rest of your homemade lasagna to him. He inhaled the food.

“I got some pie left.” You barely get the words out before he grabs your hand, holding it in his. “What?”

“Pie? I love me some pie,” Dean exclaims before leaning over the bar counter. “I swear, if your pie is as sweet as you, I’m going to marry you.”

You harrumph and wiggle out of his grip. “What are you doing, Dean?” You sniffle. “Listen, I know you’re a natural flirt, but stop pretending you like me or shit. That’s not fair, you know. A man like you shouldn’t give a girl like me hope.”

You throw the dishtowel at him before storming out of the bar to get fresh air.

“WINCHESTER!” Jo growls. She jumps over the bar counter to get the baseball bat she hides there in case one of the guests gets a little too cocky.

“I didn’t do a thing!” Dean gets off his seat to run after you. “Sonofabitch!”

“I hope so!” Jo yells after him, earning a chuckle from the rest of the biker gang. They all know Dean has a big crush on you.

“Sweetheart wait! Wait up!” Dean chases after you. He wheezes when you finally stop and wait for him to catch up with you. “I—phew.” He huffs. “I didn’t know running is so exhausting.”

“Dean, what do you want? Is this all a game to you?” You wipe your eyes. “Because it’s not funny to flirt with a girl you’re not interested in.”

“Y/N,” he grabs your upper arms, still panting. “Shit, give me a sec, baby. I—fuck. My sides hurt, and my lungs feel like I ran a marathon.”

You giggle as he tries to catch his breath. “I would never make fun of you,” he squeezes your arms before dropping his hands. Dean cups your face instead, looking you deep in the eyes. “Sweetheart, I fell in love with you the moment I stepped into the bar for the first time. I just didn’t know how to ask you on a date.”

“What? I—what?” You believe you misheard. “You can’t be serious.”

“I’m damn serious, sweetheart,” Dean says and jerks his head toward a black classic muscle car parked in front of the bar. “I came with my Baby, not my bike, tonight to ask you to go for a ride with me.”

Oh, he grins with a twinkle in his eyes.

“I’m not a girl for one night.” You pout and sniff.

“Sweetheart,” he leans closer to murmur your name. “Do you believe I’m the kind of guy going for a wild ride with the girl he loves only once?”

You shake your head.

“Good,” he nods. “Now, let me kiss my girl. And then I’ll take her for a romantic ride in my car.

[all-4-wincest]

I know I’ve posted this here before but it’s one of my favorites! I think Dean is such a rude boy because he looks like he is PURE SEX ON BOWED LEGS