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shrenvents · 2 days

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hii can you do some dean smut, maybe he and reader meet in a dive bar or sum?? <3

a/n: sure thing, i hope u like 😉😘

Mind Games

Warnings: Minors dni; Smut, v!penetration (protection used), language, fingering, some fluff, some jealousy

Pairing: Dean Winchester x you

Summary: You and Sam go way back. You and Dean as well, though he has no recollection of it, and for that, you make him pay.

Word Count: 4.1 k

...

The night had been long already when Sam texted you—“Hey, I'm in town. Drinks at Murphy's?”—but you didn’t hesitate to answer yes. It had been quite some time since you’d last seen him, and life had a funny way of pulling people apart after high school, though you and Sam tried to stay in touch here and there.

It hurt when he unexpectedly dropped out of school without explaining why, but thankfully he reconnected down the line, and the rest was history. He was just an easy friend, a good one you could pick up things with even after years of silence.

A dive bar wasn’t exactly your first choice. You preferred places with brighter lighting and cleaner, less sticky floors, without an old jukebox playing songs that were a hit, long before any patrons could remember. But Sam seemed to have a soft spot for them. It suited him, really—the unpretentious atmosphere, the cheap drinks.

As you stepped past the creaky door, the scent of stale beer and cigarettes hit you like a wave of nostalgia. It reminded you of late nights sneaking into bars with Sam when you were underage, laughing too loud, worrying too little. The memory still made you smile.

You quickly spotted Sam, his broad frame hunched over a small booth in the corner, beer in hand. He looked up, eyes twinkling when he saw you, enthusiastically calling your name. Mid-wave, you froze and your heart skipped a beat after noticing who was sitting across from him —Dean. Sam’s older brother.

Dean leaned back in his chair, lazily nursing a beer and his signature, cocky smirk as his eyes coasted his surroundings. He looked exactly the same, though his face was a little more rugged, and perhaps a little worn from life.

You’d had a ridiculous crush on Dean back in school. Your best friend's older brother. The guy who could make anyone laugh, who strode around like the world was his oyster. But he never noticed you. Not back then. Dean was too busy sleeping around, charming his way through the female student body, and leaving an abundance of broken hearts in his wake. The few times you were around him, he rarely glanced in your direction. And that was fine. Especially now, since you’ve grown up and moved on…

'Of course he's here,' you thought with an internal roll of your eyes, trying to steel yourself for the sudden rush of old, pitiful memories of unrequited love. You should've guessed he'd be here since Sam told you they'd hit the road together.

With a deep breath, you straightened out your shoulders and paced over, mustering all your strength to fix a calm smile onto your face as you greeted Sam, and his brother, who most likely wouldn’t really know you. "Long time no see," Sam remarked, standing to give you a bear hug, which you immediately returned. “Missed you."

"Missed you too," you replied with a pleased sigh. Your eyes then flickered to Dean for the briefest moment. He hadn’t moved, still reclined in his seat, watching you both with that curious tilt of his head. His silence stretched on long enough that it was clear—he didn’t recognize you.

'Typical,' you thought, and your smile tightened into a thin line as you slid into the booth. Ignoring the way Dean’s gaze dwindled, you decided two could play this game. It might be fun, even.

"Dean, you remember her now, don't you?" Sam asked, oblivious to the tension looming in the air as he gestured to you, hoping the in-person image would jog his memory.

Dean’s brows furrowed, and for a second, you swore you saw something flash behind his forest-coloured eyes. Then, as if he’d decided it wasn’t worth pretending, he shook his head, offering you a half-smile. You dismissed the swarming butterflies in your stomach, realizing this might just be the first time he's truly looked at you. And you’ve seen that look countless times from afar —it was the one he showed to the next girl he'd pick up.

"Sorry," Dean huffed dramatically, feigning disappointment having not remembered you. His voice was a low rumble that made your pulse quicken against your will. "Can’t say I do."

And there it was. Just as you expected. You’d spent countless afternoons back in high school, hanging out with Sam, romanticizing his older brother from the sidelines, praying he’d eventually give you the time of day. But Dean Winchester has always been… Well, Dean Winchester. And he always will be.

You leaned back in your seat, crossing your arms with a smirk of your own, mimicking his relaxed demeanour. "Don’t worry about it. It’s been a while." Dean’s eyes narrowed momentarily, like he knew he’d missed something important, but had no clue what. Sam, ever the peacemaker, cut in with a laugh.

“Well, now that that's settled, drinks are on us. Let’s catch up.” Sam pushed a beer towards you and you downed nearly half, already determined to show that tonight, you weren't gonna be that quiet, shy, unnoticeable girl you were in school. If Dean noticed you now, he was in for one hell of a ride…

You and Sam probably spoke for less than an hour, because, unfortunately for Sam, he could barely get a word in with all of Dean's shameless flirting, which you somewhat entertained. Undoubtedly, neglecting him only egged him on more.

Throughout the night, after Sam gave up and wandered elsewhere, drunk and confused, Dean would make bold throwaway comments, steal lingering glances, and release that low chuckle every time you defiantly teased him. At first, it was satisfying—this was the guy you used to dream about noticing you, and now he couldn’t take his eyes off you. But as the hours ticked by, you recalled all too well who Dean really was: a player. A guy who’d probably seen countless women come and go without a second thought. However, now, with him slowly inching towards you, it was becoming increasingly difficult to disregard the urge to go home with him to spare your dignity.

The second the ragged surface of his jeans started grazing your thigh, you excused yourself to get another drink. Strutting over to the bar, you felt his eyes bore into your backside and a shiver racked down your spine. Rather dizzyly, you ordered another drink but were surprised when a tall stranger offered to pay for it. Despite the unwanted attention, with Dean eyeing you both, you selected to make this stranger an outlet for a potential mistake.

So just for show, you leaned in a little too close, laughing at jokes that weren’t funny, ambling with your drink as if you were reluctant to return to Dean. His gaze was burning holes into the man's head the entire time, and you knew this was doing wonders to Dean's inflated ego.

Then you heard a loud thud behind you, and just as you turned around, Dean was already there, standing close by, staring daggers into the stranger you ironically couldn't remember the name of. Dean then glanced down at you, wordlessly demanding eye contact, and you're rooted to the floor when his hand brazenly brushes across your lower back, to rest comfortably on your hip. "Hey," he smiled as his gaze softened, marking the smooth return of his playboy facade.

"How about we get outta here?" Dean whispered into your ear while his nose skimmed your hair. Subtly taking a deep breath, you seductively beam up at him and note how his grip tightened on your side as if he had to brace himself. "Exactly what I was thinking," you whispered back and Dean's eyes fluttered, and you're so close he likely thinks you're about to kiss, but you have other plans.

"Wanna go?" You asked the man you nearly forgot about, who seems almost as stunned as you sense Dean is. He takes a sharp intake of breath at his rejection, virtually staggering back from you, and the moment his hand lifts from your hot flesh, you slip away and grab the stranger's forearm, swiftly hauling him outside with you, without looking back. As you left, you waved goodbye to Sam. "I'll call you tomorrow," you said with an energetic wink, unable to conceal how giddy you were.

After your dramatic exit, you made it clear to the poor stranger that you had no intention of taking things any further than a walk to your car. But Dean didn’t know that.

…

The very next day, you made more plans with Sam to make up for yesterday's turn of events, but Dean was relentless. For that whole week in fact. He obviously forced Sam to give him your number, and since then, there have been numerous texts, calls, and unexpected visits. Each time he found you, his approach became more serious, more focused, and still, you’d reject him every time, in a rather absentminded way, which drove him mad. You grew to love the way it made him squirm.

Today was one of those days, at a quiet little bar far from the one you met at, the conversation quickly turned south from the usual banter.

He’d barely sat down before that trademark smirk was back. His green eyes glinted as he leaned forward, resting his arms on the table between you, his fingers grazing yours. The touch was subtle, but deliberate—like he was testing the waters. You pulled your hand back just a fraction, enough for him to notice but not enough to discourage him. You were growing unsure of who you were punishing at this point.

"Missed me?" Dean's voice was deep, smooth, and far too confident for someone who’d been chasing you all week and failing miserably. You rolled your eyes playfully and took a sip of your drink. "Don’t flatter yourself. I just wanted to get a quiet drink," you quipped. Dean chuckled, undeterred, shaking his head. "Right, right. That’s why you agreed to meet me here. For a ‘quiet' drink." His voice dripped with mischievous sarcasm, and an undertone of sexual frustration.

You couldn’t help but grin. "Keep telling yourself that if it makes you feel better." You crossed your legs and kicked out one, lightly touching Dean's, and he tensed. He then closed in, his fingers gently touching the back of your hand, this time pausing just long enough to send a quake up your arm. "You like to keep me guessing, don’t you?" He wet his lips, eyes darting to yours, which were shrivelling up with anticipation.

"Maybe," you admitted with a sheepish grin. "Or maybe I just like taking you down a few pegs." Dean laughed, a deep, throaty sound that sounded a bit like a scoff and sent a rush of heat through you. He didn’t pull away, and the teasing glow in his eyes eased for just a moment as he studied you.

"You drive me crazy, you know that?" His voice dropped a notch, and his regard danced across your skin. "Ever since that night at Murphy's… I haven’t stopped thinking about you."

Though your pulse was racing, you shifted away, pretending to be unimpressed. "I'm sure you say that to all the ladies," you taunted with a roll of your eyes. Dean shook his head, his smile fading a little. "This isn't like that."

You raised an eyebrow in mock disbelief. "Oh Please. Not even a little?"

He sighed, running a hand through his hair. "Look, I know I didn’t remember you from school. But Sam and I've moved around so much; I never bothered to remember anyone." He winced, as if admitting it aloud stung a little. "Though I have no idea how I don't remember you. I wish I did," he expressed, and he sounded so sincere that you nearly swooned.

"But things are different now. This is different," he proclaimed, eyes wild with a fiery determination. You arched an eyebrow, scooting forward. "So, what’s this been about then?" Though you question Dean, you give him no time to respond, pressing on. "You're just upset that I didn’t fall into your lap like all the others?"

Dean’s eyes were ablaze, and he didn't retract into his seat. If anything, he dipped in closer. "Sorry I hurt your ego," you added, half-sarcastic, half-challenging. He shook his head and his jaw clenched. "Maybe it started out that way," he acknowledged, but his tone held not a trace of his usual humour. "But really, it isn’t like that anymore."

You tilted your head, intrigued by the sincerity in his voice, but confused by his articulation. You’d expected him to laugh it off, throw out a line, but this? This felt… as he said, different. Not to mention the way he was looking at you—like he was seeing you, really seeing you—made your heart skip a beat.

"Oooohhh, okay then," you mocked slowly, drawing out the words. "Tell me, what’s it like Dean?" If you weren't paying such close attention to him, you might have missed how his breath hitched and how his eyes darkened while he inched closer to you. The impish atmosphere between you two had suddenly altered, the circulating tension becoming thick and electric. His hand moved to your thigh under the table, his touch scalding, steady, while his other hand weaved through your fingers.

"It’s like…" He trailed off, his voice a whisper now, his lips brushing your ear. "Every time I see you, I have to resist the urge to…" He paused, cutting himself short as he moved back slightly. His breath was warm on your skin and he peered down at your lips once again, however this time, he appeared vulnerable.

"To what?" You whispered, barely able to get the words out as your heart pounded against your ribs. Dean’s eyes flicked back up to meet yours, his hand tautening on your leg, his thumb slowly rubbing your inner thigh. "To kiss you."

Before you could respond he closed the gap, his lips crashing into yours with a sudden, heated intensity that took your breath away. You melted into the kiss. All the teasing, the banter, the back-and-forth disappeared as you instinctively tangled your fingers into his hair, drawing him in.

Dean groaned softly against your lips, pleased by your instant reaction. His hand moved from yours to cup your cheek, his thumb gently gliding over your flushed skin as the kiss deepened. It was slow at first, then building, and heat swarmed your core when the hand gripping your thigh slid upwards. You felt the pent-up tension you'd been feeling all week, and since the moment you saw him, spill into your actions. He pressed flush against you, leaving no space, and you laid your legs overtop of his lap. His tongue licked your lips surface, grazing your teeth and you gasped, pulling away as much as he allowed.

Breathless and panting, Dean rested his forehead against yours, his eyes still closed, a small smile playing at the corners of his mouth. "That’s what it’s like," he rasped airily, his voice hoarse. And for the first time, you believed him. Things may really be different.

As you got lost in your thoughts, he began to chant your name with that same smile widening. Both his hands then seized your upper arms, shaking you tenderly as he repeated your name. "Tell me what you're thinking," he more or less pleaded.

"I'm thinking that, if I find out you're lying to get in my pants, I'll kill you," you smirked devilishly, peering up at him through hooded eyes. His eyes morphed into a darker shade of black, turned on by your threat. You giggled, lightly shaking your head. "I can't fake this baby," Dean sweet talks, and you note how his manner seems looser now that he's gotten how he feels off his chest.

He pecks your cheek. "You know, I was pretty hurt when you left with that guy the other night," he huffed like the memory still haunted him. You stifled your laugh. "Uh-huh?" His eyes narrowed at your teasing response, though his smile hardly wavered. "You think that's funny?"

"Yeah," you replied immediately with a shrug. "Especially since I was deliberately messing with you." Dean's brows shot into his forehead, creasing it in utter disbelief and bafflement. "I didn't sleep with him Dean," your tone lowers wantonly, "like I said, I wanted to take you down a few pegs."

His wide eyes crinkled as he erupted with laughter, stammering "touché" in between chuckles. You laughed along, admiring how carefree he was at that moment. When his stream of laughter died out, you gulped at the strange look he suddenly showed. "It's a shame," he stated cryptically. Your face twisted with puzzlement, which made Dean's dreamlike expression grow, apparently in deep contemplation. "What?" You snapped jokingly.

"Oh nothing," he sighed while his palms skated down to your torso, cupping your ribcage as he looked to the distance sadly. You smacked his side which made a snort escape him. "Oh, just... If only you left with me that night," he remarked dolefully, unable to hide that glint of lust-fueled wit. "If only," you reiterated with a strained sound, also unable to hide your looping thoughts, which were clouded by desire. "How about we make that happen?" He kissed your other cheek. His lips lingered there and his breath fanned your skin. "How about it?" You responded airily and Dean laughed at your consistent repetition, clearly trying to push his buttons in a way he's grown to love.

Without another word, he slides out of the booth and gently ushers you out, onto your feet, holding your hand firmly in his. With his spare hand, he drops some cash on the table and pulls you to his hip. He walked you both outside, leading you towards his car and you shuddered at the sight. It reminded you of the countless times he'd pick up Sam from school and you'd watch him from afar. The number of fantasies you had of him and that car made your body surge with a fierce, intoxicating need.

He opened his passenger seat and propped you inside, and you obediently admired his every move until he sat behind the wheel. One glimpse of his profile darting from you to the windscreen pushed you off the edge.

"Fuck," you quickly murmured, catching Dean off guard when you abruptly pounced on him, straddling his thighs. You cupped his dome, tugging on his short locks while his hands shot to your waist, dragging you downwards so he could grind into you. You both moaned into the messy kiss, so close to satisfaction, yet so far. He groaned your name when your lips moved to his neck, desperate to leave a mark. He reluctantly tried to halt your attack, but your need overpowered all logic. "I can't wait," he grunted when he wretched your face from his neck. Dean's head thumped against the seat's leather headrest and his eyes were glossy with a sort of determination.

"Get in the back," is all he ordered before he hastily assisted you onto the backseat. He climbed on top of you after grabbing a condom from the glove compartment, following your mouth eagerly, and pecking it a few times as he laid you down. "God you're sexy," he groaned. He then yanked off his jacket and shirt in two swift motions before that familiar smug expression consumed his features. "You're unbelievable," you scoffed and his smirk grew.

"I get that a lot," he commented jokingly and you smacked his side harder than before, displaying your exasperation. He laughed and you threaded your fingers into his hair again to shut him up. His mouth collided with yours, and his hands frantically removed both of your clothes. He sweared loudly when you bucked your hips up and rub his bulge —now covered by his boxers alone. His deep voice let out a surprising whimper when you did it again, this time using your hands to drag him down, clutching his defined hips.

You then had a sudden craving to admit to him how much you longed for this moment, but you opted for: "fuck me." Dean growled into your ear before kissing you rather harshly as he took himself out of his briefs. He cupped your bare breast, which is still partially hidden by your bra since he was too transfixed elsewhere to remove it completely.

When his cock hit your abdomen and he slid on the condom, you hummed a moan, biting your bottom lip in anticipation. "Jesus," he mumbled under his breath when his tip breached your slit. He smoothly glided inside, as if you were two puzzle pieces melding together. Your heart panged and you gasped, while Dean muttered nonsensically. He reared back to look into your eyes once he bottomed out. When he pulled away, his very breath abandoned his lungs as if his soul was now connected to your lips, and you'd be keeping it with you now and forever. For once, he actually felt like putty in someone's hands, and he didn't hate it. Not when you felt like Heaven, after years of experiencing Hellfire.

Underneath him, you remarked on how it felt to finally be touched by Dean... Addictive. Unhurriedly, he guided both your arms above your head, stretching out your spine, and holding your wrists in place with a single hand. The air stilled and you listened to his rapid heartbeats. The tension was palpable as his mouth descended onto yours —quickly going from slow and passionate, to needy and frenzied. Dean suddenly thrust and you yelped, which made him cease his movements immediately. He attempted to pull away from your mouth but you raised your head to pull him back down, unable to do anything else, not with your arms still hoisted above you. You rolled your hips into him and he released a lengthy grunt of approval, clearly understanding that you wanted him to resume his pounding.

He sped up his thrusting and you could barely hold back your cries, loving his strength and weight caging you in, and taking you roughly. Even though his lower half was aggressive, it was still Dean writhing into you, looking down at you with such tenderness, and kissing you in ways that made you hopelessly expect more. At this point, you'd take whatever he'd give you and thank him for it.

"Don't stop," you nearly shouted when your legs begun to shake. He released an animalistic sound, his strokes becoming increasingly choppy. Dean heaves your name, muttering, "You're some kind of fantasy, you know that?" Before you could respond he captured your lips, moaning into your mouth while his fingers slipped between you two. Suddenly his digits rubbed circles onto your clit and you gasped loudly, whining into his all-consuming kiss. You wrapped your legs around his waist and felt Dean smirk, but you couldn’t bring yourself to reprimand him when he makes you reach your climax, which rushes over you like a tidal wave, crashing into shore with a loud sob.

"Fuck," Dean's hips stuttered into you, and his eyes squeezed shut as he came, letting go of your wrists to prop himself up in a plank. He breathed in and out slowly, eyelids eventually fluttering open to witness you already surveying him, entranced by his face when it's full of ecstasy. "That was... Fucking amazing," he panted as he monitored your reddened complexion. You nodded, though you shied away from his gaze, feeling all too vulnerable, afraid that history was repeating itself, and you were already head-over-heels for Dean Winchester.

As your mind wandered into a dark place, Dean's calloused finger pads grabbed your attention when they caressed your jaw, swiping your cheek. "I hope you enjoyed that as much as I did," he chuckled airily to himself before continuing, "and give me a chance to do that again—many, many times."

Now it's his turn to seem sheepish and you laugh, partially in shock. "No strings attached?" You arched a brow as you questioned what you were, despite having not gone on an actual date yet. He displayed a genuine smile as he shook his head no. "I'm already tangled up in them," he confessed with a shrug.

Your heart flipped and you fought to remain stoic. You then lifted your index finger above your nose, right in his eye line. "I'm givin' you one chance... To do that, over and over again," you whispered sensually, biting back your shit-eating grin. A giddy, boyish look took over Dean's face and your laughter burst through, making your core clench around him and he sucked in a sharp breath.

"How about we start that 'one chance' right now?" You purred, smirking at the way his eyes playfully narrowed. "Gladly."

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