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wallofchynax · 4 days ago

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WILDEST DREAMS

Synopsis: You're a sweet naive college girl who gets dragged to a wrestling show by your best friend. What you didn't know is that a certain Heartbreak Kid had his eyes on you as soon as you stepped into the afterparty bar and had his heart set on ruining you in the best way possible (Requested. Thank you for the request <3)

got a request? send it over to me <3

content warnings: alcohol, shawn being a menace, PiV sex, virginity, corruption, lots of pet names, creampies, overstimulation.

The bar was packed with rowdy wrestling fans buzzing from the nights show. Music was loud, the drinks were flowing and somewhere in all of this, you were trying to keep up with your friends who seemed much more comfortable in this enviroment than you were.

“I can’t believe we are actually here,” Your best friend buzzed next to you as she leaned against the bar, “Do you know what this means? We might actually get to see some of the hot guys here,”

A thought that hadn’t even crossed your mind until now. You weren’t all that much of a wrestling fan. You knew the big names, but you had been to enough shows to know who who was, and there was only one person on your mind who you wouldn’t have minded seeing.

And that was Shawn Michaels. You had seen him at a few shows. He was cocky, arrogant and rude. The way he was booed by the fans and yet still was able to crack jokes, dance and strip as if he was bringing the house down. You guessed that maybe in a way, he was but it just seemed far removed from your experience. You were, by all accounts, a good girl who wouldn’t say boo to a ghost.

However, you thought a lot about the Heartbreak Kid. He was handsome but his attitude maybe wasn’t your cup of tea. But you didn’t need to wonder for long. Because as you turned back toward the crowd, there he was. Shawn Michaels, in the flesh.

He was leaning against the bar just a few feet away, drink in hand, wearing casual normal clothes but he still looked very much like a male model. His hair was slightly damp, either from sweat or from a post-match shower, and his eyes were scanning the room.

And then his eyes landed on you.

You were like a deer in headlights. But instead of looking away, your eyes watched him. You weren’t even dressed provocatively. Maybe not like a wrestling fan. A casual dress and a pair of boots but you weren’t dressed like you were wanting a hook up. And yet, you seen the way his eyes lingered.

Oh dear.

Shawn caught you staring at him and tilting his head, like he was already entertained by your reaction.

“I... I need to go to the bathroom,” you said, cutting off your friends talking before getting up. You didn’t look at him again, but you could feel his eyes burning into your skull as you got up from your seat and through the crowd and to the bathroom. Thankfully, you weren’t followed as you went inside to hide; by pretending to fix your makeup so other people didn’t think you were having a crisis in the bathroom.

Okay, Shawn Michaels might have been looking at you, but he might not have been. You didn’t know. You didn’t go out to clubs very often and to be fair, you were surrounded by your friends so maybe he was watching one of them.

Yeah. After all, they were the big fans out of you and your friends. That wouldn’t be fair to bag a wrestler when you weren’t even all that much into it. Sighing, you decided you should maybe emerge from the bathroom and...

Standing outside, waiting for you, leaning up against a wall...

Shawn Michaels.

You stopped.

He grinned, pushing himself off the wall and approaching you.

"Well, well," he said, still watching you. "Ain’t you just a sweet little thing?"

You looked around. Was he talking to you?

You didn’t know what to do. Your heart was racing, your face burning, and Shawn was still watching you, like he was waiting to see what you’d do next.

“You wanna drink, sweetheart?” His voice was smooth, teasing. “Or do you just like staring?”

Your throat went dry. The way he was looking at you made you feel exposed, like he could already tell you weren’t like the women who usually threw themselves at him.

The worst part was that the shyness? He liked it a lot.

“Come on, don’t be shy,” He reached out his hand, “I don’t bite,”

He was close. You could smell his cologne among the smell of the club. This was a very, very bad idea.

But you found yourself nodding, taking his hand very uncertainly much to his delight.

“That’s a girl...”

You looked towards your friends who were watching you hold his hand. Your best friend was grinning at you and mouthing something along the lines of Oh my god! Just talk to him!” as he turned and took you through the crowded club and to the bar. You were now seperated from your friends and now completely alone with Shawn Michaels who was buying you a drink. You didn’t really know what he was buying you but he said it was something to help you loosen up whatever that meant.

Huh.

“I...I’m not really sure what to say,” you admitted, looking at your glass.

Shawn chuckled, setting his own drink down on the bar. He turned to face you fully, leaning in just slightly but enough that you could feel your pulse in your ears. He smelt so good – leather, cologne and something that was so uniquely Shawn.

“You don’t gotta say anything,” He said, “I already like you the way that you are,”

Oh.

The way he was currently looking at you, like you were prey that he was circling, made your stomach flip. Too intense. Too knowing.

“I... don’t really do this,” You admitted, glancing away from him

“Do what?”

“Talk to guys like you.”

Shawn let out a low laugh, shaking his head like he found that adorable. “Guys like me, huh?”

You could feel the heat in your cheeks. “You know what I mean.”

He grinned, tilting his head. “Nah, sweetheart. I don’t.”

You fidgeted with your hands, “I mean...guys who are, you know, famous...and older...and...” You trailed off, not really sure how to finish your sentence.

Shawn was eating it up. Your nervousness lighting a fire in him that was hard to ignore.

“You can say it,” he teased, “You think I’m trouble,”

You nodded way too quickly, making him laugh again.

“Ain’t nothing wrong with a little trouble,” he murmured, reaching for his drink again. “Long as you know how to handle it.”

His eyes raked over you, taking in your nervous posture, the way you kept glancing away like you were afraid of getting caught. He loved it and you could tell. The innocence. The hesitation. It was exactly what made you different from the women who usually surrounded him.

And Shawn Michaels loved the idea of ruining good things.

“You’re nervous,” he observed, amused. “That’s cute.”

“What if I don’t want trouble?” you asked, trying to ignore the way that your heart was hammering but Shawn merely laughed.

“Then,” he began, “You shouldn’t be looking at me like that,”

You immediately looked away, which only made him laugh again.

“You’re adorable,” he said, leaning in slightly more, “Tell you what, how about you drink with me, hm? No harm in that, right?”

You took a sip of your drink. Your heart was pounding in your chest. You knew this was a bad idea. A bad idea. However, as you watched him watch you, you realised you didn’t want it to stop. Not yet. The drink in your hand was much heavier than it should have been. You didn’t drink often, maybe one or two but right now, sitting at the bar with him, you felt like it was a lifeline.

Shawn was completely relaxed though. Elbows rested on the bar with one knee turned towards you like he had all the time in the world to watch and enjoy you. His own drink was in his hand, because he was much more interested in watching you.

“You don’t drink much, do you?”

You shook your head, “Not really,”

Shawn grinned, “That’s cute...”

Cute. He kept calling you cute like a compulsion. Like he just couldn’t help himself.

“You don’t got to be all shy, sweetheart,” he coaxed, nudging his drink towards you, “Go on, loosen up a little bit,”

You glanced at him. It wasn’t that you didn’t want to drink. It was that you were so hyper aware of who you were drinking with. He knew that, of course he did.

“C’mon,” Shawn encouraged, tilting his head, “Let’s have a little fun,”

You took another sip. The alcohol burned down and you scrunched your nose up. Of course, Shawn chuckled at this.

“That’s adorable,” He shook his head, taking a sip of your own drink.

Your face burned. “What?”

“You,” he said, shaking his head. “You’re just so… damn sweet.”

You looked away, embarrassed, but he wasn’t done with you yet.

“You’re not used to this, huh?” he teased, eyes gleaming.

“This?”

“Drinking’.” His smirk deepened. “Me.”

Your heart stopped and you wanted to throw yourself out of the window.

“See” Shawn grinned, “You get all shy when I say it out loud,”

“That...” You said, shaking your head despite your cheeks getting all flushed, “That’s not true!”

“Oh, but it is,” Shawn chuckled, leaning in some more, “But it’s real cute, baby,”

Baby.

You were so screwed.

Shawn watched you like a man completely entertained, like you were the most fascinating thing in the room. The bar felt warmer now. Maybe it was the alcohol settling in your stomach, or maybe it was the way Shawn Michaels was watching you, like he was enjoying every little nervous fidget, every shy glance away.

You took another sip, smaller this time, but Shawn still noticed.

“Atta girl,” he murmured, tilting his glass toward you before taking a slow drink of his own.

That damn smirk was still on his face. Like he had all the patience in the world to pull you into this little game of his.

You cleared your throat.

“So, you like drinking with random girls after shows,”

“Nah,” Shawn chuckled, swirling the liquor in his glass, “Nah. I like drinking with you,”

That was too smooth, too fucking smooth.

Shawn leaned in just a little bit closer, close enough that you caught the scene of his cologne, the warmth of him just inches away, “What’s wrong, sweetheart?” You’re looking at me as if I said something real dangerous,”

Your drink was almost gone now, and you had no idea when that happened. Maybe it was because he made you so nervous you kept drinking just to do something with your hands.

And Shawn, being Shawn, noticed.

“You’re keepin’ up real good,” he said, eyes flickering to your glass. “Didn’t think you had it in you.”

Your pride flared at that. “I can handle my liquor just fine.”

Why did you say that? Because now he was laughing at you again like you had just said the funniest thing in the world that night, “Oh, baby. You’re just makin’ this too easy...”

“What does that mean?”

He took a slow sip, watching you over the rim of his glass like a cat playing with its food.

“I mean, I could sit here all night, just watching you get flustered but...” He began, “I think I’d rather see what you’re like when you relax,”

What does that even MEAN?

Shawn tilted his head, studying you. “What are you so nervous about, huh? It’s just a drink. Just a little fun.”

You hesitated. “I don’t know if I—”

“You do.” His voice was so sure, so confident. “You just don’t know if you should.”

He had you.

Your stomach twisted. You should leave.

But you didn’t.

Instead, you let him pour you another drink. Shawn smiled as you picked it up, watching the way your fingers curled around the glass. Like he had just won something.

“There you go,” he murmured, voice like silk. “Now, let’s see if you can really keep up.”

You swallowed hard. This was a mistake.

But you still took another sip. The room was buzzing, but all you could hear was him.

Shawn’s voice was in your head, curling around your thoughts, making you dizzy, or maybe that was the alcohol, sinking into your bloodstream faster than you were used to. You should stop. You should 100% stop and go back to your best friend who you were sure left you to drink with Shawn. You were beginning to sway.

But then Shawn leaned in, close enough that his breath ghosted against your skin, and rational thought disappeared.

“You’re getting real cute now,” he murmured, watching the way you swayed slightly in your seat. “Little flushed. Little shy. Think I like you like this.”

Your fingers curled against the bar top. “I’m....I don’t...”

Shawn chuckled, tipping his drink back before setting it down, his fingers idly tapping against the glass as he studied you. “You don’t what, sweetheart?”

Your breath caught. He knew exactly what he was doing.

“I don’t… usually drink this much.”

Shawn grinned. “Oh, I can tell.”

Heat flared in your face. He was enjoying this.

“You don’t gotta look so guilty,” he teased. “Ain’t nothing wrong with cutting’ loose every once in a while.”

His voice was so smooth, so easy, like he was talking about something completely harmless. But his eyes told a different story.

Shawn Michaels was looking at you like he wanted to eat you alive.

Your pulse kicked up, and you instinctively reached for your drink again, taking another slow sip just to steady yourself.

“That’s it, baby,” he murmured, voice dropping just slightly. “Get nice and relaxed for me.”

This was dangerous.

And you wanted more.

“I think—” You swallowed, heart pounding. “I think you like messing with me.”

Shawn laughed, slow and lazy. “You just now figuring that out?”

You stared at him, breath coming a little quicker now. You should walk away. You should say goodnight.

Instead, you leaned in.

You didn’t know what possessed you to do it. M aybe it was the alcohol, maybe it was the way he was looking at you, like he already knew how this night was gonna end.

Shawn noticed immediately.

“Oh, look at you,” he purred, tilting his head. “Finally gettin’ brave on me.”

You opened your mouth to deny it, but Shawn was already moving.

His hand brushed against your thigh—barely there, just enough to feel it.

You sucked in a sharp breath, but he didn’t move away. Didn’t let you go.

“You still nervous, sweetheart?” His voice was softer now, more intimate. Like it was just you and him in this bar.

Your heart hammered.

“I... Yeah...”

Shawn smirked. “That’s cute.”

His fingers ghosted higher, teasing, testing—watching to see if you’d stop him.

You didn’t.

“That’s my girl,” he murmured, voice low and dangerous, as he reached for your hand.

Your breath hitched when his fingers curled around yours, strong, sure, unshakable.

You had no idea how it happened—one second you were at the bar, the next, you were outside, pressed up against the cool metal of a sleek black car.

Shawn caged you in without even trying, one hand braced against the roof, his body just close enough to let you feel the heat radiating off him.

“You still with me, sweetheart?” His voice was slow, teasing, but his eyes, his eyes were hungry.

Your breath came a little too fast. “Y-yeah.”

Shawn chuckled, reaching for the door handle. “Good girl. Get in.”

The drive was a blur.

You could still feel the burn of liquor in your throat, the buzz in your limbs, the way your pulse pounded every time Shawn’s fingers brushed against your thigh, deliberate and slow, like he was reminding you exactly who was in control. By the time you reached the hotel, your heart was hammering. Shawn barely looked back as he led you through the lobby, like he’d done this a million times before. Maybe he had. You didn’t care.

His room was massice. A suite with a plus carpet, soft golden lighting and a bed that was so big it was almost ridiculous.

Then, that was when you felt him.

Shawn moved in behind you, slow and deliberate, his fingers brushing over your arm before sliding up your shoulder.

You swallowed hard.

“Yes...I am,”

Shawn made a low pleased sound, his breath ghosting over your neck. Your back was pressing against his chest, warm and solid.

“Cute...” he murmered, “You don’t have to be. You trust me, right?”

The question made your breath hitch as his hands slid down your arm. Slowly, rousing, waiting.

He could feel you trembling and that...was fucking hot to him.

“I think so,” you admitted.

“Good enough for me,”

That was when he turned you around and you barely had any time to think before he kissed you. It wasn’t soft or sweet. It was deep, slow and claiming. It was like from the moment he laid his eyes on you, he decided he had to make you his and there was no going back from here. Hot and demanding, like he had been waiting for this moment all night.

His hands were holding onto your hips, firm and possessive as he had you flush against him. The heat of him was overwhelming. Your fingers curled onto the soft fabric of his shirt, nails were digging slightly and he lowly growled. A low sound that gave you butterflies.

“Fuck...” his voice was heavy against your lips, “You taste so fucking sweet, baby,”

His words made your whole body burn.

You barely had a moment to think when his hands were on the move, sliding down the curve of your waist before gripping the backs of your thighs and then, you gasped as he lifted you off the floor.

“Sh-Shawn!”

“Shhh,” He whispered against your lips, effortlessly carrying you to the bed, “Don’t worry, I got you,”

The next thing you knew, you were on the mattress, sinking into the plush sheets as Shawn hovered over you, that damn smirk still playing on his lips.

“You’re real pretty, you know that?” His voice was low, rough, his fingers tracing the hem of your shirt. “Bet you’ve never had anyone tell you that the way you should.”

You sucked in a breath, your entire body thrumming.

Shawn’s fingers brushed higher, teasing your skin. “I can make you feel really good, baby.”

You swallowed hard. “I...I don’t know what to do.”

His lips ghosted over your jaw, down to your throat. “That’s the best part.”

He kissed you there, slow, open-mouthed, just to feel you shiver.

“You just let me take care of you,” he murmured, his voice dropping even lower. “Let me ruin you a little.”

Shawn pulled back just enough to see the way your lips parted, the way your body melted into his touch.

“Yeah,” he whispered, half-drunk on the sight of you. “That’s my good girl.” His hands slid under your shirt, slow and teasing as they trailed under your skin.

“Shawn...”

He hushed you with a slow drag of his lips against your throat, teasing, tasting, “Relax...let me take care of you,”

His hands roamed higher, pushing up your shirt inch by inch, exposing more of you to the cool air of the hotel room. He was taking his time, enjoying the way you squirmed under his touch, the way your breath caught.

“You’re enjoying this are you?” He murmured against your skin, his voice dripping with amusement, “You wanna be a good girl for me?”

You couldn’t even form words, especially when Shawn is pressing his fingers dangerously below your waistband.

“I think you do...” He slid his hand into your jeans, cupping over the front of your panties. A gasp left your lips, your hips instinctively twitching against his arm. This made Shawn groan feeling you were driving him insane right now. This made him kiss you again, hungrier, rougher as his fingers pressed against the growing head between your legs.

“So soft...so wet...You really were waiting for me to touch you, weren’t you,”

Your cheeks burned, mortified by how easily he was making you come undone. Before you could reply, he pushed your jeans down, along with your panties and before you could even process what was going on, he was on his knees between your legs. The sight alone made you feel dizzy. Then, his mouth was on you. Your back arched off the bed as his tongue traced slow, deliberate circles over your clit, taking his time, savoring every little sound you made. He hummed against you, the vibration sending a shockwave of pleasure up your spine.

His hands gripped your thighs, keeping you in place as he devoured you, flicking his tongue in just the right way before pulling back slightly to smirk up at you.

“You taste so fuckin’ sweet, baby.” His voice was gravelly, wrecked. “Bet you’ve never had anyone eat you like this before.”

You could barely breathe, let alone answer.

Shawn didn’t wait.

He dipped his head again, this time sucking your clit into his mouth, and you cried out, hands tangling in his hair, desperate, needing something to hold onto. He moaned against you, clearly loving every second of this, his tongue lapping you up like he was starving for it.

And then, one of his fingers slid inside you. Your whole body jerked, but Shawn’s grip held you steady as he slowly pumped his finger in and out, stretching you, teasing you open.

“Shit, baby,” he groaned, his lips slick against your skin. “So fuckin’ tight.”

He added a second finger, curling them just right, hitting a spot that made your vision go white.

“Shawn, oh my God-”

“That’s it, sweetheart,” he rasped, his pace quickening, his mouth working you over like he was determined to make you fall apart. “Give it to me.”

And when he sucked on your clit again, everything snapped.

Your orgasm hit you like a train, your body arching, shaking, a loud, desperate moan spilling from your lips as Shawn groaned against you, his grip tightening like he was holding on for the ride.

“You’re looking so fucking pretty like this...” He looked like he had been getting drunk off of the taste of your pussy. Your body was flushed but you knew that Shawn wasn’t done with you... because when he got up on the balls of his feed, you saw the bulge straining in his jeans.

When he saw you staring, his smirk turned wicked.

“Don’t worry baby,” he said, beginning to undo his belt slowly, teasing you as your eyes never left his crotch, “We’re just getting started...”

You knew what was coming but even when he pushed his jeans and boxers down enough, your mouth went dry.

He was big.

Thick, flushed and rock hard, standing against his stomach with beads of precum already glistening from the tip. He saw the way your eyes widened, and god, he looked like he was having the time of his life.

“Ain’t so nervous now, huh?” He teased, stroking himself lazily but you couldn’t look away even if you wanted to and he noticed.

“You want to touch it, sweetheart?”

You swallowed hard and nodded, “I don’t know how...” but regardless of your words, you reached toward, and his hand reached out to guide yours. Your fingers curled around his length, and his breath hitched, his hips giving a tiny involuntary jerk at the contact.

“Fuck, baby.” His voice dropped, rough and wrecked. “That’s it.”

You hesitated at first, your strokes shy, uncertain. His head tipped back slightly, jaw clenched as his hand covered yours to set the rhythm.

“Just like that...” he groaned, hips rolling into your touch. The sounds he were making were low, desperate and needy, sending pools of head between your thighs all over again.

However, Shawn had decided that he had enough and with one swift motion, he grabbed your wrist and pulled you away and pinned you to the bed, hovering over you.

“Are you ready for me?”

It was hard to think of the answer when you felt the tip of his cock sliding against your soaked folds, teasing you and coating himself in your wetness.

You didn’t need to answer. All you did was lift your hips instinctively. So, he pushed inside. You gasped, your nails digging into his shoulders as he stretched you open, inch by inch, filling you completely.

“Shhh, sweetheart,” he cooed, his voice shaking with restraint. “I got you.”

His lips brushed your jaw, your throat, kissing you through the burn, through the overwhelming sensation of being so full of him.

When he was fully seated inside you, he stilled, sucking in a sharp breath. You couldn’t think of anything. All you could focus on was how good Shawn felt inside of you. How much you enjoyed the feeling of him stretching you out.

“Fuck,” he muttered, voice raspy. “So fuckin’ tight.”

You whimpered, your walls fluttering around him.

“Oh, baby. You’re gonna ruin me.”

And then he started moving.

Slow at first, deep, deliberate thrusts, making sure you felt every inch of him.

You cried out, hands clutching at his back, overwhelmed by the way he stretched and filled you so perfectly. Your nails were digging into his shoulders which made him groan as his pace began to quicken as one hand was at one side of your head and the other one was holding your hips in place.

“That’s it, baby,” he praised, voice thick with lust and possession. “Take me. Just like that.”

He was relentless now driving into you harder, faster, deeper, pushing you closer and closer to the edge.

Every thrust sent shockwaves of pleasure through you, every roll of his hips hitting you in just the right spot. That familiar spot that made you see stars

“Sh-Shawn...please!”

“I know, sweetheart,” he groaned, his hand slipping between your bodies, his fingers finding your clit.

He rubbed tight perfect circles that matched his thrusts as his thrusts got rougher and harder, slamming into your sweet spot.

“You gonna cum for me baby?” he said, voice against your lips as raspy as sin, “Wanna feel my good girl cum on my cock...”

He slammed himself into you just right with his fingers pressing down and then it happened. Your second orgasm crashed over you as your body clenching, trembling and shaking as the pleasure was all consuming. Shawn cursed, likely feeling your cunt clench around him, buried his face against your neck as his face became erratic and desperate.

“Fuck baby...” he groaned, his cock twitching deep inside you, “Gonna fill your sweet pussy up...”

And then it happened. With a deep, guttural moan, spilling himself entirely inside of you. You could feel him fill you up making your eyes flutter delightfully. The only sound left in the room was the heavy panting of two bodies completely wrecked.

Shawn didn’t pull away immediately.

He stayed there, still inside you, pressing lazy kisses against your damp skin.

“Damn,” he finally muttered, voice hoarse, satisfied.

You couldn’t speak. Could barely breathe. And Shawn? Well, he just smirked against your throat.

“Told you a little trouble wouldn’t hurt.”

#i think this one is gotta be one of my faves #i hope whoever requested this is having a good day because i loved this prompt a lot #wwe #wwe fanfiction #wwf #90s wrestling #wwe imagine #wwe x oc #wwe x reader #wwf fanfiction #90s wrestling fanfiction #shawn michaels #shawn michaels x reader

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