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dean-fcking-winchester · 2 years

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Praise Kinks Can Go Both Ways, Dean Winchester - Dean Winchester x Nonbinary AFAB Reader

Summary: “Oh, I know,” Dean said, running his fingers along their back. “But I’m sure this is extra special. And such a pretty skirt too.” He added, his other hand moving under the fabric of their skirt along their thigh. Y/N swallowed, eyes fluttering shut as they leaned forward, resting their head on Dean’s shoulder. “Don’t normally wear them,” they mumbled. “Too much work to keep crossing my legs.” “A shame,” Dean added, moving his hand to hold onto their hip. “I pray I get to see you in one again.” He pressed kisses to their neck, gently biting at his skin.

OR Dean gets Y/N a skirt and their typical roles in the bedroom get swapped a bit.

Word Count: 3510

Warnings: Smut. It's literally PWP, idk what else to tell you, light dom/sub

A/N:

My best friend wrote a fuckin' fanTAStic smut one-shot for our original project, starring one of my favorite OCs ever who is essentially Dean with both more and less trauma. I asked very politely if I could edit it to share with you all, and they very graciously agreed, so here is one of the hottest pieces of fiction I've ever had the pleasure of reading.

(Clarification I can't tag to save my life: Dean is a switch that usually subs/bottoms and Y/N is a switch that usually doms/tops, so the turns get a bit tabled.)

Y/N laughed softly, shaking their head. “You’re ridiculous,” they muttered fondly, reaching to unhook Dean’s holster. They looked up at Dean pointedly before setting the gun behind him on the table.

Dean watched them do so, never expecting to find someone taking his gun away so attractive. “I know.” He said quietly, looking at them with a look of rising hunger.

Y/N pulled themself up to sit on the table, tilting their head. “Knives next,” they demanded smoothly.

Dean pulled them out, gripping them by the blade as he set them down behind them. He set his hands on each side of Y/N, leaning in closer.

“Hmm,” they reached up, tangling one of their hands in Dean’s hair and using the other to cup Dean’s jaw. “Is this what you want, baby?” they crooned, smirking.

Dean inhaled sharply, his fingers curling. He nodded, melting in their touch as he leaned into their hands, “Mhm.”

Y/N lifted Dean’s chin, meeting his eyes challengingly. “Go on then,” they murmured.

Dean quickly kissed them hungrily, pulling them closer as he moved his hand to tangle his fingers in their hair.

Y/N’s breath hitched, moving their hands to cling to Dean’s shirt instead as they kissed him back, letting themself lean back a bit as Dean moved them. “Fuck,” they mumbled against Dean’s mouth with a sigh.

Dean rested his hand on their leg, running his knuckles along their skin. He leaned forward when Y/N leaned back, pulling them to himself with the hand in their hair.

Y/N pulled back after a minute when the need to breathe became too much. Breathing a little heavier than before, their fingers traced over Dean’s mouth, eyes dilated. “Easy,” they scolded softly. “Some of us need to breathe.“

Dean chuckled a bit, ghosting his fingers along their neck, “You had me fooled Y/N/N.” He smirked.

They huffed indignantly, though the action was diminished as they tugged at Dean’s shirt collar. “Don’t look so smug,” they chided.

“Oh, but I’m so good at it.” Dean pushed back their hair, moving to press kisses along their neck and jaw.

Y/N closed their eyes, biting their lip and breathing deeply. “I refuse to make out one room over from where you killed someone,” they said, doing their best to keep the tremor out of their voice.

“Yeah, of course,” Dean said quietly, pulling back. He slid his hands under their legs, pulling them up and holding them against his waist as he started out of the room.

Their grip tightened reflexively on Dean. They glared down at him, though they still looked pleased. “This your revenge for earlier?” they questioned with a fake frown.

Dean laughed and shook his head, “Oh, not yet. Part of it, however.” He walked into their shared room, pushing the door shut with his foot as he sat on the bed, “But we haven’t gotten there yet.”

Y/N skeptically raised their eyebrows, sitting up higher to keep looking down at Dean. “You’re pretty sure of yourself, ain'tcha?”

“A bit, yeah,” Dean responded with a grin, looking up at them. He slowly grinned a bit wider. “Christ, you look so fucking good.”

A spike of heat went through Y/N and they tightened their grip on Dean’s shirt. “I always look good,” they said instead, fighting the rising blush in their cheeks.

“Oh, I know,” Dean said, running his fingers along their back. “But I’m sure this is extra special. And such a pretty skirt too.” He added, his other hand moving under the fabric of their skirt along their thigh.

Y/N swallowed, eyes fluttering shut as they leaned forward, resting their head on Dean’s shoulder. “Don’t normally wear them,” they mumbled. “Too much work to keep crossing my legs.”

“A shame,” Dean added, moving his hand to hold onto their hip. “I pray I get to see you in one again.” He pressed kisses to their neck, gently biting at his skin.

They groaned softly, tilting their head to the side. “You’re wearing too many clothes,” they complained shakily.

“Mm, you’re certainly right.” Dean pulled his jacket off his shoulders, letting it fall slackened off the bed. He started unbuttoning his flannel with one hand, making sure to keep Y/N steady with the other. “Easily enough, that outfit of yours will be easy to get off you.”

They rolled their eyes, running one of their hands over Dean’s chest. “You’re insufferable, you know.”

“Oh, I’m well aware.” Dean chuckled, “Unfortunately for you, you seem to like it.”

Y/N huffed, leaning forward and kissing under Dean’s jaw. “Smug bastard,” they muttered, tracing over Dean’s collarbone.

“Lucky me,” Dean mumbled, shutting his eyes for a moment to feel their touch. He gently took Y/N’s face in his fingers and kissed them again.

They melted into the kiss, letting Dean control the movement as they reached up to tug gently on Dean’s hair with a quiet whine in the back of their throat.

Dean smiled against their lips, pulling them closer if that was even possible to deepen the kiss. He ran his hand along their torso, pulling the end fabric of the skirt up as he did so.

Y/N pulled back, chest rising and falling as they stared down at Dean. “I’m only takin’ it off ‘cause it was expensive and I don’t want to ruin it,” they said shakily. “You’re gone have to let go ‘a me if I’m goin’ take it off.”

Dean nodded, pulling his hands back and grinning smugly at them. “By all means.”

Y/N looked defiantly at Dean for a second, frowning. They got out of Dean’s lap to slip their fingers under the waistband of the skirt. Taking a second, they didn’t slide it off but looked at Dean thoughtfully. “Tell me, what would you do if I left right now?” they asked curiously, starting to tug at their tank top instead.

Dean watched them pull at the top for a moment, looking at them with a needing gaze. He met their eyes. “I wouldn’t let you,” he said, waiting and watching.

Y/N tilted their head, contemplating. “Interesting.” They let the skirt fall and then picked it up to gently place it on the chair in the corner. They went back to Dean, straddling him again in only their socks and underwear. “I used your money for the skirt, you know,” they said casually, stroking over Dean’s cheek as they whispered, “You like buying stuff for me.”

Dean put his hands around the small of their back, running his knuckles absentmindedly along their skin. “If it makes you look like this, I’m sure I do.” He looked up at them. “Hoping for something else?”

“Nah,” they said, letting their back arch slightly into Dean’s hand. “It’s ‘bout what I expected.”

“Mm.” Dean nodded, smiling as he kissed their jaw again, “You like what I get you?”

They shrugged slightly. “I like the stuff a lot. I know you like it, and I like making you happy.” They gently scraped their nails over Dean’s scalp, looking down at him, haughty. “The same way you like it when I call you ‘sir’.”

Dean felt a shot down his spine as he gazed up at them. “I do like that.” He whispered, his grip on their sides tightening ever so slightly. “I like that a lot.”

Y/N smirked down at him triumphantly. “I know you do, darlin’,” they purred, pushing at Dean’s unbuttoned shirt.

Dean let the flannel fall off his shoulders, moving one hand back to their thigh and the other around the back of their neck. “You like telling me what to do, don’t you?”

“Maybe a bit,” they admitted, shivering slightly at Dean’s touch, skin warming. “Would you rather tell me what to do? It’s very difficult.”

Dean chuckled a bit, moving to kiss their neck and collarbone. “I don’t think that would go very well.” He admitted, speaking against their skin, “You don’t seem to like cooperating.”

Y/N hummed, melting against Dean. “No,” they said with a soft moan when Dean bit and sucked at a certain spot, closing their eyes and letting their head fall back.

Dean grinned against their neck, moving his hand down to slip his thumb under their waistband. “Maybe you can make an exception?” He moved his hand down further. “Just this once?”

Y/N huffed as their cheeks flushed darker. “If it’ll make you cut the teasing and get on with it,” they complained hotly. “I guess I don’t have a choice.”

“Lovely,” Dean added, unbuttoning his pants. “Let’s get rid of these then, hm?” He asked, pulling the band of their underwear down further.

Y/N lifted their hips, letting Dean pull them off. They still looked at Dean with some amount of defiance, despite their current state. “You ain’t ever gone let me live this down, are you?” They got off of Dean’s lap to attempt to pull off their stockings.

Dean moved to pull his pants off, “No, I probably won’t.” He grinned, watching them take the stockings off, lust building in his eyes with every move they made.

Y/N caught Dean’s gaze and then quickly looked away, face turning redder. “Stop looking at me like that,” they demanded, tossing their stockings on the chair.

“I can’t,” Dean admitted deeply, his eyes running over them again, “You’re just so fucking hot.” He muttered, pulling at his own underwear. “I just want to leave marks all over that gorgeous body.”

Y/N’s cheeks darkened, mouth going dry. They moved to sit behind Dean on the bed against the headboard, watching him quietly. They weren’t sure they could say something without their voice cracking so they remained silent.

Dean smirked, turning and moving toward them, “I’ll take that as an invitation,” he mumbled quietly, taking the back of their neck in his hand and kissing them again. He gently pushed Y/N against the headboard, breathing hotly when he moved.

Y/N bit their lip, trying not to whimper as they reached up and tugged at Dean’s hair gently.

Dean moved his hands to their hips, his fingers slowly inching closer together. He moved to kiss their collarbone, biting at their skin.

Y/N’s breath hitched, arching their back slightly as they exhaled deeply, closing their eyes.

Dean smirked to himself, moving his knuckles along their clit, drawing up to finger the skin.

Y/N gasped loudly, hands clutching at Dean’s hair. “Fuck!”

Dean let his head go back when they pulled on it, groaning. His hand tightened around their body as he grinned at the slight pain. “Oh, I liked that,” he muttered, a little laugh in his throat. He looked down at Y/N, pleased, “How much can I get?” He kept his eyes on them as he lowered his head to their cunt, pressing his tongue to the clit in place of his finger.

Y/N whimpered, any lingering defiance gone as they closed their eyes. They forced their hands to loosen on Dean’s hair as they breathed heavily, biting their lip to prevent any more embarrassing noises.

Dean raised his head, looking up with that same lustful smirk. He reached up and grabbed a bit of their hair. He slid up their body, kissing them harshly before looking right at them. “Don’t do that, Y/N/N, I want to hear it all.”

They melted into Dean’s mouth, groaning quietly. They opened their eyes to meet Dean’s gaze, a flicker of rebellion back. “Do you deserve to?” they asked, though the effect was counteracted by the redness in their cheeks and the neediness in their voice.

Dean looked between their eyes, arousal building even more as he slowly smiled. “I damn well hope so.” He pressed his fingers into them, pumping and scissoring his fingers. “Maybe I can earn it.”

Shuddering with sensation, Y/N’s eyes shut again. They tilted their head back against Dean’s grip and covered their slightly open mouth with their hand to stifle the soft whining.

Dean grinned again, taking back their hand and replacing it with his tongue. He reached up and took hold of their wrist, watching them closely as he did so.

Y/N cracked their eyes open to glare at Dean, chest heaving. “Bastard,” they said gruffly, hanging onto their last bit of stubbornness, but it was getting difficult not to cave.

Dean smiled back as he dragged his tongue along their skin, pulling their body closer as he set his hands on their hips.

Y/N gasped, staring up at Dean with a scowl. “Do you want me to beg?” they demanded angrily. “Is that it?”

Dean looked up fully, grinning almost smugly at them, “Yeah, Jordan, I wanna hear you beg.”

They faltered, biting their lip. Weighing the option in their head they exhaled slowly, closing their eyes. “Please,” they whispered. “Stop teasing me.”

“Mm.” Dean mumbled in satisfaction, “Very well. So, sweetheart,” he added, placing a knuckle under their chin, “Would you like to ride me, or for me to fuck you?”

Y/N stared at him for a second, blinking. “I…” they trailed off. They were the one having trouble formulating sentences this time.

Dean pulled them forward, kissing them with that same lustful neediness. When he pulled back, he whispered against their lips, “Aw, c’mon. You gotta have an idea of what you want.” He pulled back enough to look them in the eye, his head tilted down. “I trust you’ll enjoy either.”

Y/N was on the edge of letting go of any resistance they had left, but they still had it in them to look slightly put out for a second. “You’re going to give me hell either way, too,” they argued softly, though it didn’t sound like they entirely minded, about to give up.

“Yeah.” Dean answered bluntly, tilting their chin up, “I am.” His smile widened by a margin at the slow deterioration of his partner. He moved forward again, kissing and biting at their neck as he pulled them toward himself. “What’ll it be, baby?” He breathed in their ear.

Y/N shivered, closing their eyes and pressing their face into Dean’s neck. “I’d rather you fuck me,” they breathed out. Their reason, which they weren’t going to admit, being that they knew they wouldn’t be able to keep it together with Dean staring up at them, and they were embarrassed by what they might do.

Dean's face spread into a grin against their skin. “Lovely.” He moved back again, setting either hand on Y/N’s thighs and slowly spreading them. He moved his hands along their legs, down toward their cunt until he could rest his knuckles against their hole. “Be good for me, now, if you will.”

Y/N’s head fell forward as they exhaled and they stared down at Dean for a second. “You really should stop looking like you’re considering eating me,” they quipped roughly.

“Oh. but that’s all I want to do,” Dean retorted, moving to press his knuckles further into them. He glanced up at them for a moment before starting to push two fingers into them.

Y/N’s response caught in their throat as they clenched tightly at the sheets, breathing shakily. “Fucking hell,” they mumbled, shuddering.

Dean pushed further, starting to scissor and move his fingers in their body. “Good boy,” Dean purred, licking at his lips.

“God, Dean, you know what that does to me.” Y/N’s voice hitched into a high moan and they immediately clapped a hand over their mouth, squeezing their eyes shut as they breathed heavily.

Dean shuddered, continuing the motion as he exhaled shallowly. “Oh,” he grumbled, staring at them hungrily. “God, Y/N/N,” He pushed deeper, adding a third finger.

They whined at Dean’s mumbling, trying to keep quiet but ultimately failing as their hand fell to clench at the sheets again. They whimpered softly, cheeks bright red and keeping their eyes shut.

Dean shut his eyes for a second to ravish every sound they made. “Are you ready for me, baby?” He asked gently, trying to mask the aggressive lust clouding his mind.

Y/N opened their eyes a bit, looking at Dean through their eyelashes as they panted. “Just…,” they started, voice cracking. They inhaled. “Just a bit more prep, please.” They blinked, biting their lip as they braced themself. “Please, sir.”

Dean almost let out a whine at their words, his eyes fluttering over them. He moved his fingers some more, staring at Y/N with his tongue hanging a bit out of his mouth.

Their eyes fluttered and they groaned brokenly, letting themself fall onto their back and cover their eyes. “God, fuck,” they whimpered, trying not to moan or beg. They were close to begging, they knew it.

Dean kept going, stretching them as he moved his other hand to caress their skin. He moved accordingly, sitting on his knees as he watched them in a hungry fascination. He pushed his fingers in further, scissoring them.

Y/N felt when Dean brushed against their g-spot, their back arching slightly as they cried out. “Fuck!” they whined. They immediately lifted themself back up on their elbows to stare at Dean, panting. “No more. Please.”

Dean grinned darkly, taking his fingers back and quickly grabbing the bottle on the nightstand to rube lube along his dick. He placed his hands on their hips, gripping a bit tighter as he aligned himself and began to slowly push in.

Y/N moaned loudly, voice cracking a bit as they fell back down. They covered their eyes again, this time to try and focus themself and control the tears that reflexively sprung in their eyes.

Dean kept pushing in slowly, gripping their waist tightly. He paused for a moment, looking up at them. “You good?” he asked.

Y/N nodded jerkily, gasping quietly. “Fine. Just…a lot. Takes a second.”

Dean hummed, nodding as he pushed himself in a bit further. He pulled back, starting light thrusts into their body.

Y/N squirmed slightly, hands scrabbling at the sheets as their back arched. “Fucking hell,” they swore, opening their eyes to glare at Dean. “You’re way more impatient than usual.”

Dean looked up at them, stopping. “My mistake,” he muttered as he paused to give them a moment to adjust.

They reached their hand forward, grasping at Dean’s upper arm. “Closer,” they demanded. “I want to touch you.”

Dean complied, moving closer to Y/N until he hung just a few inches from them. He put his hands down on either side of their shoulders.

Y/N held onto Dean’s biceps as they took another second. They leaned up, nipping at the spot behind Dean’s ear. “Thank you, sir,” they whispered. “You can move now.”

Dean’s grip on the sheets clenched a bit as he started to move. “So tight and good for m,.” Dean muttered, breathing in a staggered manner as he moved.

They clenched at Dean’s arms, moaning softly and burying their face in Dean’s neck as their face and neck flushed red. Rapidly losing coherent thought, stubbornness long gone, and they always went weak for Dean praising them.

Dean held the sheets tightly, continuing to move and picking upthe pace ever so slightly. Pleasure washed over his body every time Y/N made a sound or grabbed at him, moaning softly as he continued.

Y/N cried out when Dean brushed against their g-spot. They moved to clutch at Dean’s back, nails digging in a bit. “Fuck, fuck, please,” they begged through their moans. “Please.” Dean groaned at their voice, speeding up and hitting against their g-spot. He panted a little as his eyes shut in ecstasy, his tongue hanging out of his mouth. Y/N completely melted, dissolving into a string of pleas and moans as they bit at Dean’s shoulder. “Fuck,” they whimpered, eyes shut tight. “Fuck.”

Dean moaned almost whorishly as he hit their g-spot again, thrusting with a steady speed. “God, fuck—“ Dean grumbled at Y/N biting him.

Y/N cried out as their orgasm hit them, digging their nails into Dean’s back as they came with something resembling a sob. “Fuck, fuck, Dean,” they mewled. Their mind had gone completely blank in a haze of pleasure and they sagged against Dean, panting.

Dean leaned down into them as he came as well, his breath staggered as he slowly pulled himself out. “God, Y/N/N.” He muttered, inhaling deeply.

They gave a light chuckle, letting out a final deep breath. “Thanks for that, hon.”

Dean rolled his eyes, “Y/N/N, I love you, but you turn into one hell of a brat when you let me lead.”

“I love you too, Dean. I guess you just bring all ‘at outta me.” They shrugged. “Ain’t my fault.”

“So you liked the skirt though?”

They laughed and kissed his cheek. “Yeah, darlin’. I liked the skirt.”

Bonus A/N: If you liked this, go message my buddy @shootingstarfire18 who wrote this originally, they kick ass & deserve all the credit in the world. :)

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