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angelsuecult · 1 day

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a lonely night | s. crosby ff

“it was the only time

and if i led you on then i apologize”

warnings: explicit sexual content, MDNI, 18+, nsfw, rough encounters, strong language, unprotected sex, smut

summary: what was meant to be a casual fling has sidney wanting more from a woman who has made her intentions clear.

wordcount: 4.2k

song: a lonely night - the weeknd

a/n: this is lowkey my first time ever writing something like this so it might not be the best but i like it. i hope you guys do too! also i didn’t proofread so it might be all over the place, sorry!

———

It was a crowded charity event, one of those high-profile affairs where athletes and celebrities mingle, the kind of scene Sidney usually tolerated more than enjoyed. He had just scored a hat-trick the night before, so naturally, the room was abuzz with people trying to congratulate him, trying to been seen with him. He wore that success with a bit more arrogance than usual tonight—shoulders squared, chin up, a smirk tugging at his lips as he worked the room.

You were there as well, not out of any real obligation but because your PR team insisted it would be good for your image. You moved through the crowds with an effortless grace, accepting compliments with a smile that never quite reached your eyes. You were used to this, to people fawning over you, wanting a piece of you. But you weren’t here for them.

When Sidney caught sight of you, something about your presence struck him—maybe it was the way you seemed almost indifferent to the attention you received, like you had better things to do. Or maybe it was the way your gaze, when it did meet his, was steady and unflinching, showing no sign of anything really.

He approached you with a self-assured stride, that trademark Crosby confidence, expecting you to respond like everyone else did—flattered, intrigued, maybe even a little starstruck.

“You must be Y/N,” he said, voice smooth, carrying that undercurrent of cocky charm.

“And you must be Sidney Crosby,” you replied, your tone natural, giving nothing away.

His smile widened. “I guess that makes us the center of attention, eh?”

You raised an eyebrow. “Speak for yourself, babe. I’m here for the free drinks.”

Sidney chuckled, but there was a flicker of surprise in his eyes. You weren’t playing along, weren’t biting the bait he dangled so casually. “You’re not a hockey fan, I take it?”

“I’m a fan of a good game,” you replied, tilting your head slightly. “But I’m not here to feed anyone’s ego.”

Sidney’s smirk faltered for a second before he recovered. “That’s refreshing,” he said, leaning in slightly. “Most people in this room can’t get enough of it.”

You met his gaze head-on, unbothered by how close he was now. “Maybe they’re just better at pretending than I am.”

Sidney's eyes narrowed slightly, a hint of irritation creeping in. “So, what are you pretending to do here then?”

You shrugged, taking a sip of your drink. “Charity. Same as you, I’m guessing.”

“Except people actually want to see me here,” he shot back, his voice taking on a sharper edge.

“And I’m sure that helps you sleep at night,” you replied, not missing a beat.

There was a brief silence, charged with the tension of your verbal back and forth. Sidney was used to winning, on and off the ice, but this was a different kind of game, one where his usual moves didn’t seem to land the way he expected.

Finally he leaned back, crossing his arms over his chest as he regarded you with a new level of interest. “I gotta say, this night just got a hell of a lot more interesting.”

You raised an eyebrow, unimpressed, “Is that so?”

“Yeah,” he said leaning in. “I don’t meet many people who aren’t impressed by me.”

“Maybe you should meet more people,” you suggested.

Sidney smirked, recognizing the game you were playing. “Maybe. But most of them aren’t as interesting as you.”

“Flattery won’t get you anywhere,” you said, keeping your expression unchanged.

“Who said I was trying to go anywhere?” he shot back, his smirk widening.

A beat of silence settled once more, this time it was thick with tension. Sidney was used to women being drawn to him, used to his charm working like a well-oiled machine. But you weren’t giving him anything, and that only made him more determined.

“So if you’re not a fan of hockey, what are you a fan of?” he asked, trying a different approach.

“I never said I wasn’t a fan of hockey,” you replied, your tone still calm, still controlled. “I just said I’m not a fan of yours.”

The words hung in the air between them, shark and unexpected. Sidney blinked, taken aback for a split second before he could regain his composure.

“Well, I guess I’ll have to work on changing that,” he said, his voice low, almost daring.

“Good luck,” you said, your lips curving into the faintest of smiles. “You’ll need it.”

———

Later that evening, after the event had wound down and most of the crowd had thinned out, Sidney found himself in the hotel bar. He wasn’t quite ready to call it a night, his mind still buzzing with the thrill of the evening. There was something about you—something that got under his skin in a way that he wasn’t used to.

He wasn’t surprised to see you there as well, sitting alone at the bar, a half empty glass of whiskey in front of you. He slid onto the stool beside you without an invitation.

“You don’t strike me as the type to drink alone,” he said, signaling the bartender for his own drink.

You barely glanced at him. “Maybe I’m not alone.”

He raised an eyebrow, glancing around. “Doesn’t seem like anyone else is here.”

You gave a small smile. “Really? I hadn’t noticed.”

Sidney took a sip of his drink, studying you. There was something about you, something that intrigued him beyond just surface-level attraction. Maybe it was the way you held yourself, or the way you seemed immune to the usual charm he used so effortlessly.

“So, what’s your deal?” he asked, leaning back slightly.

You sighed, swirling the liquid in your glass. “You wouldn’t believe me if I told you.”

There was a pause, the weight of your words hanging between you. Sidney didn’t know what to say to that, didn’t know how to bridge the gap that seemed to open between you.

“Look,” he said finally, his voice quieter, less cocky than before. “I’m not here to mess with you. I just-”

You cut him off, your tone laced with sarcasm. “Wanted to see if you could score off the ice too?”

Sidney opened his mouth to respond, but then shut it again, realizing there was no easy way to explain himself. “Maybe,” he admitted after a moment. “But not like that.”

Your expression softened slightly, though you tried to keep your guard up. “You’re used to getting what you want, aren’t you?”

He didn’t deny it, “Yeah. But that doesn’t mean it’s always easy.”

“Maybe you could try harder then,” you suggested, your voice tinged with challenge.

He chuckled softly, shaking his head. “You’re something else, you know that?”

You smirked, finally allowing him the satisfaction of a small smile. “So I’ve heard.”

Your eyes met, and for a moment, the tensions between you shifted into something else—something warmer, Sidney found himself leaning in, drawn to you in a way he hadn’t expected. But just as he was about to close the distance, you pulled back, placing a hand on his chest to stop him.

“I’m not looking for anything more than tonight,” you said firmly, your gaze steady on his.

He nodded, slowly, understanding what you were saying, but not entirely sure he could accept it. “Neither am I,” he lied.

You saw through it, but didn’t call him out on it. Instead, you leaned in, brushing your lips slightly against his in a kiss that was more a test than a promise. You smiled, a real smile this time, and it was like a punch to his gut. “Good. Then let’s keep it simple.”

He reached out to push a strand from your face, his fingers lingering longer than they should have, “Simple’s good.

You pulled away, your gaze never leaving his as you brushed your hair over your shoulder. “Then let’s get out of here.”

———

The atmosphere in the elevator was thick with tension, the kind that had been building since the moment your eyes first mentioned. You guys had barely made it inside before the doors slid shut, and the confined space only seems to amplify the electricity between you. The second the doors closed, all acts were dropped.

His hands were on you before you could even take a breath, his strong fingers gripping your waist, pulling you against him. You responded immediately, your hand sliding up his chest, feeling the hard muscles beneath his shirt, before wrapping around his neck to pull him down to your level. Your lips crashed together in a heated kiss, all teeth and tongue, like you both had been holding back for far too long.

There was no gentleness in the way you both moved, only raw, unrestrained desire. Sidney’s hands roamed over your body, exploring every curve, every inch of skin he could reach. His hands were rough as they slid up your thighs, hiking your dress around your waist, his fingers brushing against the lacy edge of your panties. You moaned softly against his mouth as his fingers slipped beneath the lace, finding you slick and ready. Your hips jerked involuntarily as he began to stroke you, his touch sending shockwaves of pleasure through your body. Your nails dug deep into his clothed shoulders, and you had to bite down on your lip to keep from crying out.

“Sidney,” you gasped, your voice trembling with need as he pressed his thumb against your clit, applying just the right amount of pressure to make you see stars. The sounds coming from you were obscene, a mix of moans and whimpers that echoed off the walls of the small elevator.

“Fuck, you’re so wet for me,” Sidney groaned, his eyes dark with lust as he watched you come undone beneath his touch. His fingers quickened their pace, each stroke pushing you closer to the edge, your breaths coming in short, shallow gasps.

The elevator seemed to crawl up to his floor, each second stretching out in agonizing anticipation. Sid growled low in his throat, the sound vibrating against your lips as he deepened the kiss, his tongue sliding against you in a way that made your knees weak. Before you could fall over that edge, the elevator dinged, signaling the arrival on his floor. Sidney pulled his hand away leaving you panting and on the verge of begging. The smug grin on his face told you he knew what he was doing to you, and it only made you want him more.

As soon as the doors opened, Sidney pulled you out into the hallway, barely giving you time to adjust to the change before he was on you again. You stumbled down the hallway, hands fumbling with clothes as you went. You gasped as Sidney pushed you up against a wall, his mouth trailing open-mouthed kisses down your neck, his teeth grazing the sensitive skin in a way that made you shiver.

“Baby,” you breathed, your voice a mix of need and impatience as you tugged at the buttons of his shirt, trying to pull it off of him. He laughed, a dark, sinful sound that sent a thrill down your spine as he leaned back just enough to rip the shirt open himself.

“Impatient, are we?” he teased, his eyes dark with desire as he reached for you again, this time hooking a hand around your thigh to hook your leg up around his waist. You didn’t bother with a response, instead letting out a soft moan as you felt the hard length of him pressing against you. Your dress was riding up, barely covering anything at this point, and he took full advantage, his hands slipping under the fabric to squeeze your ass, pulling you even closer.

“Room,” you managed to gasp, your voice strained with the effort of holding yourself together. “We need to get to the room.”

Sidney grunted in agreement, but didn’t release you. Instead, he adjusted his hold on you, practically lifting you off the ground as he continued down the hallway, his lips never leaving yours. You barely made it to the door before he was pinning you against it, his fingers digging into your hips as he rubbed against you, the friction making you both groan.

It took a moment to fumble for the keycard in his pocket, and you used the opportunity to suck on his bottom lip, earning a low, guttural sound from him that made your pulse race. Finally, he managed to get the door open, practically shoving it with his shoulder as he carried you inside.

The door slammed harshly behind you, but neither of you seemed to notice. You were too busy tearing at each other’s clothes, a frantic urgency consuming you as you both stumbled further into the room. Sid’s jacket hit the floor, followed by your dress, which he practically ripped off of you in his haste to get you naked. You weren’t far behind, your hands working feverishly to unbuckle his belt, pushing his pants down until they pooled at his feet.

You barely made it to the bed. Sidney’s hands were everywhere, exploring, gripping, pulling you closer until there was no space left between you. Your breath caught as he lowered you onto the mattress, his body covering yours in an instant. The kisses between you were hungry, desperate, filled with a need that neither of you could contain.

“Jesus,” Sid growled, his voice thick with desire as he kissed a trail down your neck, his mouth hot against your skin. You arched into him, your nails raking down his back as you urged him on, needing more, needing him.

His hands gripped your thighs, spreading your legs wider as he settled between them, the hard length of him pressing against your core. “Now,” you whispered, your voice trembling with a mix of urgency and need. “I need you now.”

He didn’t need to be told twice. He grabbed the base of his cock, guiding himself to your opening. The first push was slow, deliberate, letting you feel every inch of him as he filled you. Your breath caught in your throat, nails digging into his back as you arched beneath him, the sensation overwhelming in the best way possible.

“Fuck, Y/N” he groaned, his voice strained as he fought to maintain control. He began to move, his thrusts deep and powerful, each one hitting that perfect spot inside that made you cry out.

Your hands clutched at the sheets, your body rocking with each of his thrusts. The intensity of it, the way he moved inside of you, almost too much to bear, Your breath came in short, ragged gasps, your moans echoing in the room as he drove into you, his pace relentless.

It didn’t take long before he flipped you over, your stomach pressed against the mattress as he positioned himself behind you. He gripped your hips, pulling you back onto him as he thrust forward, the new angle sending shockwaves of pleasure through you. Your hands flew to the headboard, gripping it tightly for support as he fucked you from behind, his movements rough and demanding.

You could feel every inch of him, the way he filled you so completely, the way his hands dug into your hips, anchoring you to him, The sound of your bodies colliding, the wet slap of skin against skin, filled the room, mingling with both of your moans and gasps. It was messy, it was intense, it was exactly what you both needed.

“Fuck you feel so good,” Sidney groaned his voice deep and raspy, as he leaned over you, his chest pressing against your back. His pace quickened, his thrusts becoming more erratic as he chased his release, driving you both to the brink

“Oh my god I’m close,” you gasped, your voice barely above a whisper as you felt the coil in your abdomen tighten, ready to snap. “Fuck.”

With a low growl, Sid pulled you up so that your back was flush against his chest, one his arms wrapped around you, with the other wrapped around your throat, as he continued to thrust from behind. “You take it so well,” he whispered in your ear. The new position sent you spiraling over the edge, your orgasm crashing over you with a force that left you trembling. You cried out his name, your release coating his cock creating wet sounds as he continued to move inside of you drawing out your release. “That’s right baby,” he coaxed as your head rolled back onto his shoulder.

But he wasn’t done yet. He turned you around again, pulling you on top of him as he lay back on the bed. You straddled his hips, your hands resting on his chest as you sank down onto him, taking him in fully. The position gave you full control, and you didn’t waste it. You began to ride him, your movements slow at first, savoring the way he felt inside of you, before picking up the pace. “Good girl, holy fuck,” he breathed out.”

Sidney’s hands gripped your hips, guiding your movements as you rode him, his eyes locked on yours. The sight of you above him, head thrown back in pleasure, breasts bouncing about was almost enough to send him over the edge. He thrust up to meet you, matching your pace, the tension in his body building to an almost unbearable level.

“Y/n,” he gasped, his voice strained as he felt himself getting closer. “Oh fuck, I’m gonna—“

“Do it,” you urged, your own voice breathless as you rode him harder, pushing you both to the edge. The sound of your bodies moving together, the feel of him inside of you, was enough to tip you over again, your second orgasm hitting you with just as much force as the first. Your body clenched around him, and that was all Sidney needed.

With a low, guttural groan, Sidney came, his release hitting him like a tidal wave. He spilled into you, his hips jerking with intensity as he rode out the waves of pleasure. You continued to move above him, milking every last drop until you were both spent. bodies trembling with exhaustion.

You pulled yourself off of him, a mix of both of your juices dripped from out of you and onto his dick, causing him to throw his head back against the pillows. You collapsed together, a tangled mess of limbs and sweat, both of your breath heavy as you tried to catch your breath. The room was filled with the sounds of labored breathing, the air thick with the scent of sex and sweat.

His arms wrapped around you, pulling you close as you lay there together, spent and satisfied. Your head rested against his chest, the rapid beating of his heart a steady rhythm beneath your ear. For a moment, you lay there, basking in the afterglow of your intense night together.

Finally, he turned his head in your direction, his eyes meeting yours in the dim light of the room. There was as softness in your gaze now, a vulnerability that hadn’t been there before, and it tugged at something deep inside him. He leaned down, brushing a gentle kiss against your lips, his earlier roughness replaced with something almost tender.

“Stay,” he murmured, the word slipping out before he could stop it. He wasn’t sure why he said it—he’d never been the type to ask someone to stay the night—but with you, it felt different. Like maybe this could be more than just a one-night thing.

You hesitated for a moment, your eyes searching his as if you were trying to figure out what he really meant. But then you smiled, a small, almost sad smile, and shook your head no. Sidney felt a pang of disappointment, but he didn’t push. He knew better than to ask for more than what was being offered, especially when it was clear you had your reasons. So he just nodded, pressing one last kiss to your forehead before pulling you fully into his arms.

“This was supposed to be simple,” you whispered, your voice still tinged with the remnants of shared passion.

Sid chuckled softly, his hands brushing through your hair. “Simple doesn’t seem to be our style, eh?”

You tilted your head up to look at him, your gaze searching his. ”We both know this doesn’t change anything, right?”

He nodded, though there was a part of him that wasn’t entirely convinced. “Right.”

You fell asleep like that, tangled together in the sheets, your bodies warm and tired.

———

Sidney woke up to the soft glow of the morning light filtering through the curtains. He stretched, reaching out to the other side of the bed, only to find it empty. His hand brushed over the cool cheeks, a strange feeling settled in his chest—a mix of confusion and something else, something he wasn’t ready to name. He could almost feel you there, the ghost of your touch lingering on his skin.

Blinking against the light, he pushed himself up on one elbow and looked around the room. It was quiet, and the space beside him was untouched, as if no one had ever been there.

For a moment, he thought maybe he’d imagined it, that night you shared was just a vivid dream. But the faint scent of your perfume still lingered in the air, and the tousled sheets were evidence enough that you had been there, at least for a while.

He sat up fully, running a hand through his hair as he tried to piece together what had happened. Everything from the night before came rushing back—the charged banter, the undeniable chemistry, the way you’d felt around him, responding to his every touch. It had been intense, passionate, and for a brief moment, it had felt like more than just a short connection. He stared mindlessly at the floor, his mind replaying every moment, every touch, every moan. The sheets still smelled like you, and the memory of your body pressed against his was still fresh in his mind.

But now you were gone, and with you, the warmth and closeness that had enveloped him during those hours together. Sidney frowned, glancing at the clock on the nightstand. You must have left early, slipping out before he’d even had a chance to wake up.

He wasn’t sure how to feel about that. On the one hand, he’d never been one for long goodbyes, especially when it came to flings. It was easier to keep things casual, to let it be what it was without any lingering complications.

But this felt different. The empty space beside him was a harsh reminder that you had made the decision to leave before he even had a chance to say anything. And that stung, more than he wanted to admit. As the silence settled around him, he realized that something had shifted inside him.

For the first time in a long while, Sidney felt something beyond just the physical satisfaction that usually followed a night like this. The sex had been incredible, that much was clear. But there was a nagging emptiness, a gnawing sense that what you shared wasn’t as casual as you both wanted to believe.

Sidney swung his legs over the side of the bed, standing up as he tried to shake off the strange sense of loss. He told himself it was better this way—clean, simple, no strings attached. That’s what you agreed on, after all. You were gone, and he was alone. He closed his eyes, letting out a slow breath as he tried to center himself. He had to get a grip—this was just another night, another woman, and life would go on as it always did.

But as he moved around the room, gathering his clothes and getting dressed, he couldn’t shake the nagging thought that he wasn’t ready for it to be over. Not yet. He noticed a small piece of paper on the nightstand, folded neatly. Sid’s heart skipped a beat as he reached for it, unfolding it to reveal a short, handwritten note.

“Thanks for the night. Let’s keep it uncomplicated :) -Y/N”

Sidney stared at the note for a long moment,the words echoing in his mind. “Uncomplicated.” That’s what you wanted, what you had both agreed to. But now as he read your words, he couldn’t help but feel that things were far more complicated than either of you had anticipated. As he stood there, staring at the note, he knew you had left a mark on him, one that he couldn’t easily erase. The memory of you, of the way you had looked at him with those challenging eyes, would stay with him. Whether he liked it or not, you had gotten under his skin.

With a sigh, he tucked the note into his pocket, trying to push the thought from his mind. You were gone, and that was supposed to be the end of it. But deep down, Sidney hoped this wasn’t over. There was something between you, something that couldn’t be so easily dismissed. But he had a life to get back to, a routine that didn’t include him moping over women who left before dawn.

And as he left the room, closing the door behind him, he couldn’t help but wonder if he’d ever see you again. And if he did, what the hell he would do about it.

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