Outlet | H.S
Mean Bossryy | Smut (heavy) | One shot | Masterlist | WC: 10K
Summary: A Halloween party was the last place you expected to see Harry Styles. CEO, boss, and bane of your professional existence
[Harry's jaw tightens, a muscle ticking in his cheek.
"Dance with me," he says abruptly. It's not a question.
Y/N blinks, thrown by the sudden shift. "What?"
"Dance. With. Me," he repeats, enunciating each word as if she might not understand. "Unless you're afraid to."
It's a challenge, clear as day, and something rebellious flares in Y/N's chest.
"I'm not afraid of you, Mr. Styles," she says, setting her cup down on the bar with deliberate care.
His smile is cold, almost mocking. "We'll see about that.”]
The bass thumps through the converted warehouse, colored lights cutting through artificial fog as costumed bodies move on the dance floor. Y/N adjusts her cat ears for the fifth time in ten minutes, self-consciously tugging at the hemline of her black dress. The outfit had seemed empowering in her apartment mirror. Seemed sleek, sexy, and confident. Now, surrounded by LA's beautiful people, she's questioning her choices.
Three months at Pleasing should have been enough time to find her footing. But working under Harry Styles? CEO, founder, and apparent critic of everything Y/N does? It has been an exercise in frustration. Every proposal rejected, every idea met with that cool, assessing stare that somehow makes her feel two inches tall.
"You came as a cat. How original," a familiar voice drawls from behind her.
Y/N freezes, plastic cup halfway to her lips. She knows that voice. She’s has heard it dismiss her marketing strategies and question her capabilities in front of the entire creative team. Slowly, she turns.
Harry Styles leans against the bar, a vision in a pirate costume that should look ridiculous but somehow transforms him into something straight out of a fantasy. The white shirt hangs open at his chest, revealing tattoos and silver chains. A red sash cinches his waist, and the black eyeliner rimming those green eyes makes them impossibly more intense.
"Mr. Styles," she manages, hating how her voice betrays her surprise. "I didn't expect to see you here."
"Clearly," he responds, his gaze traveling deliberately from her cat ears down to her platform heels. "You'd have chosen a different costume if you knew your boss would be present. Cute nose though"
Heat rises to her cheeks. Partly embarrassment, partly indignation.
"Actually, I dress for myself, not for my employer's approval," she responds, taking a deliberate sip of her drink. "Though that seems to be my perpetual state at work as well."
Surprise takes over his face at her boldness. Here, away from the sterile office environment, with alcohol warming her veins and the costume giving her a sense of anonymity, Y/N finds courage she usually swallows down.
"And what are you supposed to be?" she continues, gesturing at his outfit. "Besides overdressed for a warehouse party."
The corner of his mouth twitches. "Pirate. Obviously."
"Ah," Y/N nods with exaggerated understanding. "I should have guessed from the eyeliner. Very Johnny Depp circa 2003."
Harry's eyebrows rise slightly, but instead of the cold dismissal she's accustomed to at the office, he seems almost...amused.
"You know, most of my employees don't speak to me this way," he observes, taking a step closer. The movement places him just inside her personal space. Not enough to be inappropriate, but enough that she catches the scent of his cologne beneath the party's mingled odors of alcohol and sweat.
"Most of your employees probably don't run into you at Halloween parties," Y/N counters. "What are you even doing here? Doesn't the CEO of a successful beauty brand have more exclusive invitations?"
Harry studies her for a moment, his head tilting slightly as if seeing her for the first time.
"My friend owns this building," he finally answers. "And contrary to what you might believe, Ms. Y/L/N, I occasionally enjoy environments where not everyone is kissing my ass."
The use of her surname startles her. She hadn't realized he even knew it.
"Well, you certainly won't get that from me," she replies before she can stop herself.
Harry's laugh is unexpected. Rich and genuine, nothing like the polite chuckles he offers in board meetings.
"No, I don't suppose I will," he agrees, his eyes lingering on her face. "You've made that abundantly clear since your first week, when you challenged my entire approach to the summer campaign."
Y/N blinks, surprised he remembers.
"You shot down every one of my ideas," she reminds him, voice hardening.
"They weren't targeting the right demographic," he dismisses with a wave of his hand.
"They were expanding beyond your current demographic," Y/N corrects, three months of frustration bubbling to the surface. "There's a difference. But you're so fixated on maintaining your existing aesthetic that you're missing opportunities to grow the brand."
Harry's expression darkens, that familiar cold look returning to his eyes.
"You think I don't know my own brand?" he challenges, stepping closer still.
Y/N doesn't back down. Maybe it's the costume, maybe it's the tequila, but something gives her the courage to stand her ground.
"I think you're too close to it," she says evenly. "Sometimes it takes fresh eyes to see new possibilities."
"Fresh eyes?" he repeats with a condescending smile. "You've been with the company for what, three months? And you think you understand Pleasing better than I do?"
Y/N lifts her chin, refusing to be intimidated.
"I understand what you're missing," she insists. "You've carved out this niche market, but you're ignoring broader appeal because you're afraid of diluting your precious vision."
Harry's jaw tightens, a muscle ticking in his cheek.
"Dance with me," he says abruptly. It's not a question.
Y/N blinks, thrown by the sudden shift. "What?"
"Dance. With. Me," he repeats, enunciating each word as if she might not understand. "Unless you're afraid to."
It's a challenge, clear as day, and something rebellious flares in Y/N's chest.
"I'm not afraid of you, Mr. Styles," she says, setting her cup down on the bar with deliberate care.
His smile is cold, almost mocking. "We'll see about that."
Before she can respond, he's leading her into the crowd. The music pulses around them, heavy and insistent, as Harry turns to face her. His hand finds her waist, pulling her closer than necessary, while his other captures hers in a grip that's just shy of too tight.
"So tell me," he says, his voice carrying a dangerous edge, "what other brilliant insights do you have about my company? The one I built from nothing while you were still in college?"
Y/N's nostrils flare at his condescension.
"Your success doesn't make you infallible," she retorts, even as she allows him to guide her through the crowd. "And treating everyone's input like it's worthless doesn't make you a good leader."
Harry's eyes flash with anger, but there's something else there too. Something that looks almost like interest.
"Is that so?" he challenges, his hand sliding lower on her back, pulling her closer until their bodies nearly touch. "And what would you know about leadership, Ms. Y/L/N?"
"I know that surrounding yourself with yes-men might feel good for your ego, but it's terrible for business," she fires back. "You hired me for my perspective, then systematically shut down every idea I've had since day one."
Their bodies move together with the music, the tension between them creating a strange, electric current. Harry's grip tightens, his eyes never leaving hers.
"I hired you because your portfolio showed promise," he corrects. "Not so you could come in and tell me how to run my company."
"Then what am I there for?" Y/N demands, frustration making her bold. "To sit quietly and nod at everything you say? To be another decoration in your perfectly aesthetic office?"
Something dangerous flashes in Harry's eyes as he pulls her closer still, their bodies now pressed together as they move to the music.
"You're there to learn," he says, his voice low and intense. "To understand the brand before you try to reinvent it. To earn your place."
"And how exactly am I supposed to do that when you dismiss me at every turn?" she challenges, acutely aware of his body against hers, of the heat building between them despite, or perhaps because of, their argument.
Harry's mouth curves into a cold smile. "By proving me wrong."
The music shifts, the beat becoming more insistent, and Harry's hand slides to her lower back, guiding her into a turn that brings her back against his chest, her back to his front. His breath is warm against her ear as he continues.
"Show me why I should listen to you," he says, his voice carrying a challenge. "Make me believe you know what you're talking about."
Y/N tries to turn to face him again, but his hand at her waist keeps her in place, their bodies moving together in a dance that feels increasingly less like dancing and more like something else entirely.
"I've tried," she insists, her voice tight with frustration. "I've brought you market research, competitor analysis, focus group results—"
"Numbers and theories," Harry dismisses, his lips close to her ear. "Show me you have the instinct, the vision. Show me you understand what Pleasing is about at its core."
His words stir not just anger, but determination in Y/N. She spins in his arms, facing him again, her hands coming to rest on his shoulders as she meets his challenging gaze.
"Pleasing isn't just about beauty products," she says, holding his gaze. "It's about self-expression, about breaking down traditional barriers between masculine and feminine aesthetics. It's about creating a space where people can explore identity through color and texture."
A flicker of surprise crosses Harry's eyes, perhaps at her precise articulation of his brand's core.
"But," she continues before he can speak, "you're limiting that expression by targeting such a narrow demographic. You could be reaching so many more people without compromising your core values."
Harry's hands tighten on her waist, his eyes never leaving hers as they move together. The crowd presses around them, forcing them closer still.
"And how would you suggest I do that?" he asks, his voice carrying a note of genuine curiosity beneath the challenge.
Y/N opens her mouth to respond, but the words die in her throat as she becomes acutely aware of something pressing against her hip. The unmistakable evidence of his arousal.
Surprise makes her bold, anger makes her reckless.
"Am I turning you on?" she asks, her tone deliberately taunting, eyes narrowed. "Is this why you dismiss all my ideas? Because you can't handle being attracted to someone who challenges you?"
Harry's eyes widen slightly, then narrow with cold fury. But he doesn't pull away. If anything, his grip on her waist tightens.
"Don't flatter yourself," he says, but the evidence against her hip contradicts his words. "This has nothing to do with attraction and everything to do with respect. You haven't earned mine yet."
"And yet here we are," Y/N retorts, a bitter smile curving her lips as she deliberately shifts her hip against him, earning a barely perceptible intake of breath. "The great Harry Styles, getting hard while arguing with his employee. How professional."
Harry's expression darkens, his eyes glittering with anger and something that sends a shiver down Y/N's spine despite the heat of the room.
"You think I'm attracted to you?" he asks, his voice dropping to a dangerous register. "Or is it that I enjoy putting arrogant little upstarts in their place?"
The words are meant to wound, to push her away, but the roughness of them, the intensity about his tone only fuels the strange fire building between them.
"Is that what this is?" Y/N challenges, refusing to back down even as warning bells sound in the back of her mind. "You trying to put me in my place? How's that working out for you?"
Her eyes drop pointedly to where their bodies connect, then rise to meet his again, a taunting smile playing at her lips.
For a moment, Harry looks like he might actually be at a loss for words. Then his expression shifts, cold anger giving way to something calculating, almost hungry.
"You have no idea who you're playing with," he warns, his voice low enough that only she can hear it.
"Maybe not," Y/N agrees, surprising even herself with her boldness. "But I'm starting to think you don't either."
They've stopped pretending to dance now, standing still in the middle of the crowded floor, locked in a battle of wills that has somehow become charged with something neither of them anticipated.
"You want to know why I dismiss your ideas?" Harry asks, his voice tight with controlled anger. "Because you haven't earned the right to have them taken seriously. You strut into my company thinking you know better after a few months than I do after years of building this brand."
"I don't think I know better," Y/N corrects, her own anger rising to match his. "I think I know differently. I think I see possibilities you're too stubborn to consider."
Harry's laugh is cold, dismissive. "Possibilities that would dilute everything Pleasing stands for."
"Or possibilities that would help it evolve," she counters. "But you're too afraid to take risks anymore. You've gotten comfortable."
The accusation lands like a slap. Harry's eyes flash dangerously.
"Comfortable?" he repeats, his voice dropping to a near-growl. "You think I'm afraid of risks?"
"I think you're afraid of change," Y/N says, holding his gaze despite the warning in his eyes. "Afraid that if you let go of even a little control, everything might fall apart."
A change flickers across Harry's face. A subtle break in his composure, as if she's touched a nerve he'd rather keep hidden.
"You don't know what you're talking about," he says, but there's less conviction in his voice now.
"Don't I?" Y/N presses, sensing weakness and moving in for the kill. "Is that why you're so threatened by my ideas? Because they represent change you can't control?"
Harry's grip on her waist tightens almost painfully, his eyes burning into hers.
"I'm not threatened by you," he insists, pulling her closer until their faces are inches apart. "I'm irritated by your presumption, your arrogance, your—"
"My what?" Y/N challenges when he breaks off. "My refusal to be intimidated by you? My insistence on being heard?"
The air between them feels charged, electric with tension that's rapidly transforming into something neither of them anticipated.
"Yes," Harry admits, surprising them both with his honesty. "That."
Y/N blinks, thrown by his unexpected candor.
"So you admit it," she says, studying his face. "You don't like that I stand up to you."
Harry's expression is complex. Anger still simmering beneath the surface, but mixed with something else now, something that makes her pulse quicken.
"I didn't say that," he corrects, his voice rough around the edges. "I said you presume too much. You think you understand things you don't."
"Then explain them to me," Y/N challenges, their bodies still pressed together, neither willing to be the first to pull away. "If I'm so wrong, so naive, enlighten me."
Harry's eyes search hers for a long moment, as if looking for something specific. Whatever he sees there makes him shake his head slightly.
"Not here," he says finally, his voice carrying a note of decision. "Not like this."
Before Y/N can respond, Harry takes her hand, leading her purposefully away from the dance floor, through the crowd toward the exit. She should resist, should pull her hand from his and demand to know what he thinks he's doing. Instead, she follows, curiosity and something darker compelling her forward.
As they step outside into the cool night air, the bass from inside thrums faintly through the walls. Harry's hand remains firmly around Y/N's wrist, his grip tight but not painful as he leads her around the corner of the warehouse, away from the scattered smokers and partygoers taking a break from the heat inside.
In one swift motion, Harry presses Y/N against the brick wall, his arms caging her in. The sudden movement knocks the breath from her lungs, surprise widening her eyes as she looks up at him. His face is half in shadow, the glow from a distant street lamp catching on his jawline, highlighting the intensity in his gaze.
"You want to know why I dismiss your ideas?" he asks, his voice low and rough. "You want me to explain what you're missing?"
Y/N opens her mouth to respond with something cutting, but the words die in her throat as Harry leans closer, his nose tracing along her jawline. His breath is warm against her skin, raising goosebumps despite the lingering heat from the dance floor still radiating from her body.
"Your ideas aren't bad," he murmurs, his lips brushing the shell of her ear as he speaks. "They're incomplete. Underdeveloped. You see the surface. The aesthetic, the trend, but you miss the depth."
His nose trails down the column of her throat, making her pulse jump erratically. Y/N's hands come up to rest against his chest, though she can't decide if she means to push him away or pull him closer.
"You talk about expanding demographics without understanding what makes the current ones loyal," Harry continues, his voice vibrating against her skin. "You want to chase new markets without securing the foundation."
One of his hands moves from the wall to her waist, fingers digging into the fabric of her dress.
"It's not that I don't see the potential," he admits, pulling back just enough to look into her eyes. "It's that you're rushing ahead without doing the groundwork."
Y/N swallows hard, trying to focus on his words rather than the heat of his body pressing against hers.
"Then why not tell me that?" she challenges, her voice hoarser than she'd like. "Why shut me down completely instead of guiding me to develop the ideas further?"
Harry's laugh is soft and humorless, his thumb tracing small circles at her waist.
"Because that's not my job," he says simply. "I'm not your mentor. I'm not here to hold your hand. If you want your ideas to be taken seriously, make them bulletproof before you bring them to me."
His other hand moves to cup her jaw, tilting her face up to meet his gaze directly.
"But that's not really what this is about anymore, is it?" he asks, his voice dropping lower still.
Y/N's breath catches in her throat as his thumb brushes across her lower lip.
"What is it about, then?" she manages to ask, hating the breathless quality of her voice.
Harry studies her face for a long moment, his eyes dark and unreadable in the dim light.
"This," he says finally, closing the distance between them.
He claims her mouth with bruising intensity, his kiss demanding and assertive, a forceful statement rather than a hesitant question. Y/N gasps against his lips, the sound swallowed by his mouth as his tongue sweeps inside.
For a moment, she's too shocked to respond. Then something inside her ignites, three months of frustration and unacknowledged attraction converging into a single point of heat that spreads through her body like wildfire. Her hands fist in the material of his pirate shirt, pulling him closer as she kisses him back with matching ferocity.
Harry makes a sound deep in his throat, but whether its approval or surprise, she can't tell. His hand slides from her jaw to the back of her neck, fingers tangling in her hair. The cool silver of his rings presses against her skin. The other grips her hip hard enough to leave marks, holding her against the wall as he deepens the kiss.
When he finally pulls back, they're both breathing hard, their exhales creating small clouds in the cool night air.
Harry's eyes search hers, a question in them despite the assertiveness of his actions.
"Is this okay?" he asks, his voice rough with want but clear with intent. "Because if it's not, we stop now. No consequences, no awkwardness at work. We chalk it up to Halloween and too much tequila."
The offer is genuine, Y/N realizes. For all his intensity, all his apparent confidence, he's giving her a way out. An assurance that whatever happens here won't affect her job.
She considers it for a moment, weighs the potential complications against the heat still coursing through her veins, the undeniable chemistry that has apparently been simmering beneath their antagonism all these months.
"Yes," she says finally, her decision made. "It's okay. More than okay."
Relief and hunger flash across Harry's face, his grip on her hip tightening.
"My place," he says, not a question but a statement of intent. "Now."
Y/N nods, not trusting herself to speak as Harry takes her hand again, leading her toward the parking lot.
The sleek black Range Rover with tinted windows sits waiting in the VIP section of the lot. He opens the passenger door for her, an oddly gentlemanly gesture that contrasts sharply with the hunger in his eyes. The drive to his place passes in charged silence, tension thick enough to cut with a knife.
His home is exactly what Y/N would have expected: minimalist, tasteful, expensive. A modern glass and concrete structure nestled in the Hollywood Hills, offering breathtaking views of the city lights below. But she barely has time to take it in before Harry is on her again, his mouth claiming hers as soon as the front door closes behind them.
He backs her against the wall of his entryway, hands everywhere at once. Tangled in her hair, gripping her hip, sliding up her thigh beneath the hem of her dress. Y/N responds with equal fervor, her fingers working at the sash around his waist, desperate to feel more of him.
"Three months," Harry growls against her mouth, nipping at her lower lip hard enough to sting. "Three months of watching you challenge me in meetings, that defiant look in your eyes when I shut down your ideas."
His hand finds her throat, applying just enough pressure to make her gasp, but not enough to restrict her breathing.
"Did you think I didn't see how you looked at me?" he continues, his free hand hiking her dress higher. "Did you think I didn't notice?"
Y/N's head falls back against the wall as Harry's mouth moves to her neck, teeth scraping against sensitive skin.
"I didn't—" she starts, but he cuts her off with another bruising kiss.
"Don't lie," he warns, his voice rough with desire. "Not now."
In one fluid motion, Harry lifts her against the wall, her legs wrapping around his waist as his hands grip her thighs. The cat tail from her costume gets crushed between her and the wall, digging uncomfortably into her skin. She flinches involuntarily at the sudden pain.
Harry freezes immediately, his grip loosening.
"Did I hurt you?" he asks, concern replacing the hunger in his eyes.
Y/N shakes her head, touched by his immediate response despite the haze of desire clouding her thoughts.
"No. Just—the tail," she explains, shifting her hip away from the wall and inadvertently rubbing against his now throbbing erection. The movement elicits a sharp hiss from Harry, his eyes darkening once more.
Harry reaches behind her, yanking the tail free and tossing it aside with a smirk.
"Won't be needing that," he says, his voice dropping to a growl that sends shivers down her spine. "The ears can stay though."
His mouth is on hers again before she can respond, more demanding than before. One hand supports her weight while the other slides between them, pushing aside the thin material of her underwear to find her already wet.
"Fuck," he breathes against her lips. "So wet for me already."
Y/N moans as his fingers explore her, teasing her entrance before circling her clit with maddening precision.
"Harry," she gasps, her hips bucking against his hand.
He smiles against her mouth, a wicked curve of lips that promises both pleasure and torment.
"Say that again," he commands, his fingers stilling. "My name. Not 'Mr. Styles.' Not 'sir.' Harry."
Y/N swallows hard, meeting his intense gaze.
"Harry," she repeats, her voice barely above a whisper.
His smile widens, satisfaction gleaming in his eyes as his fingers resume their skilled movements.
"Good girl," he murmurs, the praise sending an unexpected thrill through her body.
Harry works her with his fingers until she's trembling on the edge of release, her breath coming in short, desperate pants. Then, just as she's about to fall over that precipice, he withdraws his hand completely.
Y/N makes a sound of frustration, her body clenching around nothing as Harry sets her back on her feet. Her legs feel unsteady beneath her, desire making her dizzy.
"Not yet," he says, his voice commanding despite its roughness. "Not until I say so."
He steps back, creating space between them as his hands move to the buttons of his shirt.
"Take off your dress," he orders, watching her with heated intensity.
Y/N hesitates for just a moment, then reaches for the zipper at the side of her dress. She slides it down slowly, holding his gaze as the material loosens around her body. With deliberate movements, she pushes the straps off her shoulders, allowing the dress to pool at her feet.
Harry's breath catches audibly as he takes in the sight of her in nothing but black lace underwear, cat ears, and platform heels.
"Christ," he mutters, shrugging out of his own shirt to reveal the tattoos scattered across his torso. "You're fucking perfect."
He closes the distance between them again, hands sliding possessively over her curves as his mouth finds her collarbone, teeth scraping against delicate skin. Y/N's head falls back, a soft moan escaping her lips as Harry works his way down her body, leaving marks in his wake.
When he reaches the swell of her breasts, his mouth closes around one nipple, teeth grazing the sensitive peak while his hand attends to the other.
Y/N arches into his touch, her hands fisting in his hair, tugging just hard enough to make him growl against her skin. The sound vibrates through her, adding to the building pressure low in her belly.
Harry works his way lower still, dropping to his knees before her as his mouth trails over her ribs, her stomach, the jut of her hipbones. His hands grip her thighs, thumbs pressing into sensitive flesh as he looks up at her from his position on the floor.
"Been thinking about this since that meeting last month," Harry murmurs against her skin, his breath hot against her center. "Wanted to replace every word of yours with a moan."
Without warning, he hooks one of her legs over his shoulder, opening her to his gaze. Y/N gasps, her fingers instinctively threading through his curls as he leans in, dragging his tongue through her folds in one long, deliberate stroke.
"Harry," she breathes, her head falling back against the wall with a soft thud.
He hums in acknowledgment, the vibration sending shockwaves through her body as he focuses his attention on her clit. His tongue circles the sensitive bundle of nerves with precision, alternating between feather-light touches that make her whimper and firm pressure that has her hips bucking against his face.
One of his hands leaves her thigh, fingers tracing up her inner leg until they reach her entrance. He teases her there, circling but not entering as his mouth continues its relentless assault on her clit.
"Please," Y/N whispers, tightening her grip on his hair.
Harry pulls back just enough to speak, his lips brushing against her as he says, "Please what, love? Use your words."
"Inside," she manages, beyond embarrassment at this point. "I need you inside me."
A satisfied smirk crosses his face before he returns to his task, sliding two fingers into her as his tongue resumes its work. The dual sensation draws a moan from deep in Y/N's throat, her body trembling as Harry curls his fingers to hit that perfect spot inside her.
The pressure builds quickly, tension coiling tighter and tighter in her lower belly as Harry works her with single-minded determination. His fingers pump in and out in a steady rhythm, his tongue never letting up on her clit. Y/N's breaths come faster, shorter, her thighs beginning to shake around Harry's head as she approaches the edge.
"That's it," Harry murmurs against her, clearly sensing how close she is. "Let it go, love."
His words, combined with a particularly clever flick of his tongue, send her careening over the edge.
Harry works her through it, gradually slowing his movements as the intensity of her climax subsides. When her grip on his hair finally loosens, he places one final kiss against her oversensitive flesh. .
The sight of Harry Styles—CEO, boss, bane of her professional existence—on his knees before her sends a fresh wave of heat through Y/N's body. But before she can fully process the image, he's rising to his feet again, his expression shifting to something darker, more commanding.
His hand finds her throat once more, applying gentle pressure as he guides her backward until she hits the wall again.
"My turn," he says, his voice low and rough with desire. "Use that mouth for something more productive."
With gentle but firm pressure, he pushes down on her shoulders, guiding her to her knees before him. Y/N goes willingly, a thrill of anticipation coursing through her as she looks up at him from her new position.
Harry's hands move to the fastening of his pants, undoing them with deliberate slowness as Y/N watches, her breath coming faster in anticipation. The metallic sound of his zipper seems impossibly loud in the quiet room, heightening the tension between them. When he finally frees himself, she can't help the small gasp that escapes her lips at the sight of him already thick, hard, and leaking at the tip.
"Like what you see?" he asks, his voice a low rumble as he strokes himself once, twice, his eyes never leaving hers.
Before Y/N can respond, Harry's free hand comes up to cup her jaw, his thumb pressing against her lower lip with just enough pressure to part her mouth.
"Open," he commands, his voice leaving no room for argument as his thumb traces the seam of her lips. "On your knees."
A thrill running through her at the authority in his tone. She settles before him, looking up through her lashes as she parts her lips in invitation.
Harry doesn't immediately accept. Instead, he continues to stroke himself lazily, making her wait, making her want it. His other hand threads through her hair, gathering it at the nape of her neck in a makeshift ponytail.
He guides himself to her parted lips, rubbing the head against them, smearing pre-cum across her mouth but not entering.
"Tell me you want this," he demands, tightening his grip on her hair.
"I want it," Y/N breathes, her eyes locked on his. "Please, Harry."
Only then does he push forward, sliding between her lips with a groan that seems torn from deep in his chest. He starts slowly, allowing her to adjust to his size, but soon establishes a rhythm that borders on punishing. His hands remain firmly tangled in her hair, controlling the depth and pace of each thrust.
Y/N hollows her cheeks, working her tongue along the underside of his shaft as he moves in and out of her mouth. Her hands come up to rest on his thighs, feeling the muscles tense and release with each thrust.
When she attempts to take control, setting her own pace, Harry immediately tightens his grip, holding her still.
"No," he says, his voice strained but commanding. "You take what I give you."
The dominance in his tone sends another rush of heat between Y/N's legs. She moans around him, the vibration drawing a hiss of pleasure from Harry.
"Look at me," he demands when her eyes flutter closed in concentration. "I want to see those pretty eyes while you take me."
Y/N complies, meeting his intense gaze as he continues to thrust into her mouth. There's something intoxicating about seeing him like this. With his pupils blown wide with desire, a flush spreading across his cheeks and down his neck, sweat beginning to bead at his temples. His control is slipping, just slightly, pleasure overtaking the cool composure he maintains in the office.
One of her hands moves from his thigh to the base of his cock, working what she can't fit in her mouth. Harry's rhythm falters momentarily at the added sensation, a particularly colorful curse falling from his lips.
"Christ," he mutters, his hips jerking forward involuntarily. "Your fucking mouth, Y/N."
She increases her efforts, encouraged by his reaction. Her tongue swirls around the head on each upstroke, her hand working in tandem with her mouth as she takes him as deep as she can manage.
Harry's breathing grows more ragged, his thrusts becoming less controlled as pleasure builds. His hands tighten in her hair almost to the point of pain, holding her exactly where he wants her.
"Fuck," he groans, his voice strained. "If you keep that up, I'm going to—"
Without warning, Harry pulls out completely, a string of saliva connecting him to her lips for a brief moment before breaking. His chest rises and falls rapidly as he fights for control, his cock twitching with each labored breath.
Y/N remains on her knees, looking up at him with swollen lips and flushed cheeks, waiting for his next command. There's a certain power in being on her knees before him, knowing the effect she has on his carefully maintained control.
"Up," he says finally, his voice hoarse as he tucks himself back into his pants without fastening them. "Bedroom. Now."
He extends a hand to help her to her feet, but there's nothing gentle in his grip as he pulls her against him for a bruising kiss, tasting himself on her tongue.
He doesn't wait for her response, simply taking her hand and leading her through the house to a spacious master bedroom dominated by a large platform bed with crisp white sheets. The city lights twinkle through floor-to-ceiling windows, casting the room in a soft, ambient glow.
Harry turns to face her, his expression intense as he takes in the sight of her: disheveled, lips swollen, cat ears askew atop her head.
"On the bed," he instructs, his voice softer now but no less commanding. "Hands above your head."
Y/N complies, settling onto the plush mattress and raising her arms as directed. Harry watches her for a moment, his eyes dark with desire, before moving to join her on the bed.
He hovers over her, one hand pinning her wrists above her head while the other traces patterns on her skin, teasing touches that make her arch into him, seeking more substantial contact.
"You've been a thorn in my side for three months," he murmurs, his mouth close to her ear. "Always pushing back, always challenging me."
His hand slides between her legs again, finding her even wetter than before.
"And all this time," he continues, circling her clit with maddening precision, "this is what you really wanted, isn't it? To be underneath me, begging for my cock?"
Y/N wants to deny it, to maintain some semblance of the professional dignity she's fought so hard to establish. But as Harry's fingers slip inside her, curling to hit that spot that makes her see stars, all she can do is moan his name.
Harry works her with his hand until she's once again teetering on the edge of orgasm, her body trembling with need. And once again, he withdraws just before she can find release.
"Not yet," he reminds her, his voice tight with his own restraint. "Not until I say so."
Y/N whimpers in frustration, her hips bucking involuntarily as she seeks the pressure she desperately needs.
Harry chuckles darkly, the sound sending shivers down her spine.
"Patience," he advises, reaching over to the bedside table and retrieving a condom from the drawer.
He makes quick work of the rest of his clothes, rolling the condom on with practiced ease before positioning himself between her thighs. The head of his cock teases her entrance, gathering her wetness but not pushing inside.
Y/N tries to move her hips, to force him deeper, but Harry's hand on her hip holds her firmly in place.
"Ask for it," he says, his voice rough with desire. "Tell me what you want."
Pride wars with need as Y/N meets his gaze. In the office, she'd never give him the satisfaction of begging. But here, with desire coursing through her veins and his body poised to give her exactly what she craves, pride seems a small price to pay.
"Please," she whispers, the word foreign on her tongue in this context.
Harry's smile is triumphant, his grip on her hip tightening.
"Please what?" he pushes, clearly not satisfied with her simple plea.
Y/N swallows hard, heat rising to her cheeks that has nothing to do with arousal and everything to do with the vulnerability of the moment.
"Please fuck me," she elaborates, her voice stronger now despite the submission in her words. "I need you inside me."
Satisfaction gleams in Harry's eyes as he finally, finally pushes forward, entering her in one smooth thrust that draws matching moans from both their lips.
"Fuck," he groans, stilling inside her to let her adjust to his size. "You feel even better than I imagined."
The admission that he's thought about this before sends a fresh wave of heat through Y/N's body. Before she can dwell on it, however, Harry begins to move, establishing a rhythm that's just shy of punishing. It was hard enough to make her gasp with each thrust, but controlled enough to keep her hovering on the edge without pushing her over.
His hand finds her throat again, applying gentle pressure as he continues to drive into her. The slight restriction of her airflow intensifies every sensation, making colors bloom behind her eyelids as pleasure builds to almost unbearable levels.
Harry maintains a punishing rhythm, his hips snapping against hers with each thrust. The sound of skin against skin fills the room, punctuated by Y/N's gasps and Harry's occasional groans. His hand remains at her throat, applying just enough pressure to make each sensation more intense, more immediate.
His other hand slides between them, finding her clit with precision. The dual stimulation has Y/N trembling beneath him, so close to the edge she can practically taste it. Her back arches off the bed, her body tensing as the pressure builds to an almost unbearable level.
"Please," she gasps, the word barely audible. "Harry, please let me—"
Without warning, Harry stops mid-thrust. He pulls out completely, leaving her empty and aching. Y/N lets out a cry of frustration, her body clenching around nothing as she's denied release yet again.
"What are you doing?" she demands, her voice breaking with need. "Why did you stop?"
Harry doesn't answer immediately. Instead, he moves down her body, pressing open-mouthed kisses to her stomach, her hipbones. His hands push her thighs further apart, exposing her completely to his hungry gaze.
"Because," he finally says, his breath hot against her most sensitive flesh, "I want to taste you again when you come."
Before Y/N can process his words, Harry hooks her legs over his shoulders and replaces his cock with his mouth. The first sweep of his tongue has her crying out, her hands fisting in the sheets as pleasure crashes through her in waves.
Harry works her with his mouth like a man starved, alternating between broad strokes of his tongue and focused attention on her clit. His hands grip her thighs, holding her open and immobile as he devours her with single-minded intensity.
"Harry," she moans, one hand moving to tangle in his hair. "Oh god, Harry, please don't stop."
He has no intention of stopping. If anything, her pleas spur him on, his movements becoming more focused, more deliberate. He slides two fingers inside her as his tongue circles her clit, curling them to hit that spot that makes her see stars.
The combination is too much. The pleasure that's been building all night crests, washing over Y/N in an overwhelming wave. Her back arches off the bed, her thighs trembling around Harry's head as she comes with a cry that might be his name, though she's too far gone to be certain.
Harry doesn't let up, working her through the orgasm and straight into another. The second hits harder than the first, leaving Y/N breathless and disoriented, her body shaking with the force of it.
"Harry," she gasps, tugging at his hair. "Too much, it's too much."
Only then does he relent, pressing one final kiss to her oversensitive flesh before moving back up her body. His face is slick with her arousal, his eyes dark with hunger as he hovers over her.
"I'm not done with you yet," he warns, his voice rough with desire. "Not even close."
He captures her mouth in a kiss, letting her taste herself on his tongue. Y/N moans into the kiss, the intimacy of the act somehow more intense than everything that came before it.
Harry reaches between them, guiding himself back to her entrance. Despite her recent orgasms, Y/N finds herself arching into the contact, her body already craving more of him.
"Ready?" he asks, the question a mere formality given the way she's moving against him.
"Yes," she breathes, her hands sliding up his arms to grip his shoulders. "Please, yes."
Harry's eyes flash with renewed hunger, a decision crystallizing in his mind. In one swift motion, he flips Y/N onto her stomach, his movements confident and deliberate. She gasps in surprise, the sudden change in position momentarily disorienting her.
Before she can fully adjust, Harry's hands are on her hips, lifting them off the bed until she's on her knees before him, her upper body still pressed against the mattress. The position leaves her completely exposed to him, vulnerable in a way that sends a fresh thrill of anticipation down her spine.
"Look at you," Harry murmurs, his voice low and appreciative as his hands squeeze her hips. "Fucking perfect."
He positions himself behind her, the head of his cock teasing her entrance once more. Y/N pushes back against him, impatient despite her recent release, earning a sharp smack on her ass that makes her yelp in surprise.
"Greedy," Harry chides, though there's amusement in his tone. "I decide when and how you get my cock, understand?"
Y/N nods, her face pressed against the sheets as heat rises to her cheeks. The dynamic between them has shifted again with Harry taking complete control, leaving no room for challenge or defiance.
With one hand still gripping her hip, Harry uses the other to gather her hair into his fist, pulling it just tight enough to create a delicious tension without causing pain. The slight sting at her scalp sends another wave of heat through Y/N's body, her arousal building again despite her recent climax.
Without further warning, Harry enters her in one powerful thrust, burying himself to the hilt. Y/N cries out at the sudden fullness, her body stretching to accommodate him from this new angle.
"Fuck," Harry growls, his grip tightening on both her hip and her hair. "So fucking tight like this."
He sets a punishing pace, each thrust harder and deeper than the last. The sound of skin against skin fills the room once more, accompanied by Harry's rough breathing and Y/N's muffled moans.
"You feel that?" he demands, tugging on her hair to arch her back further. "Feel how deep I am? No one's ever fucked you this good, have they?"
The question doesn't require an answer, which is fortunate because Y/N can barely form coherent thoughts, let alone words. Harry's cock hits spots inside her that she didn't know existed, sending sparks of pleasure shooting up her spine with each thrust.
"Been wanting to do this since that first meeting," Harry continues, his voice strained with effort and desire. "All I could think about was bending you over my desk, making you take my cock until you couldn't remember your own name."
The image his words paint makes Y/N moan louder, her body responding to the fantasy as readily as to his physical touch. Harry notices, a dark chuckle escaping him as he drives into her harder.
"You like that idea?" he asks, his hand leaving her hip to slide around to her front, finding her clit with accuracy. "Like thinking about me fucking you in the office? Where anyone could walk in and see what a dirty little slut you are for me?"
Y/N whimpers, both at his words and at the skilled movements of his fingers. The combination of his cock filling her so completely and his fingers working her clit has her building toward another climax, despite having just come twice.
"Answer me," Harry demands, giving her hair another tug.
"Yes," she gasps, the admission torn from her throat. "Yes, I like it."
"Thought so," Harry says, satisfaction evident in his tone. "Bet you've touched yourself thinking about it, haven't you? Fingers in your cunt, imagining they were mine?"
The crude language sends another jolt of heat through Y/N's body, her internal muscles clenching around Harry's cock in response. He groans at the sensation, his rhythm faltering momentarily before resuming with even greater intensity.
"Gonna come for me again?" he asks, his fingers moving faster against her clit. "Gonna come on my cock like a good girl?"
Y/N can only nod, words beyond her as pleasure builds to an almost unbearable level. Harry's thrusts become more erratic, his breathing more labored as he chases his own release.
"Do it," he commands, his voice rough with exertion. "Come for me now."
As if her body was waiting for permission, Y/N shatters at his words. Her fourth orgasm hits with staggering force, waves of pleasure crashing through her as she cries out Harry's name. Her body convulses around him, drawing a strangled groan from his lips.
With a final, powerful thrust, Harry follows her over the edge, his body tensing as he comes. His grip on her hair tightens almost to the point of pain, then gradually relaxes as the intensity of his climax subsides.
For a moment, they remain connected, both breathing heavily as they come down from their respective highs. Then Harry carefully withdraws, releasing her hair and helping her lower her hips back to the mattress.
Y/N collapses onto her stomach, her body boneless with satisfaction. She feels the mattress dip as Harry moves off the bed, presumably to dispose of the condom. When he returns, he stretches out beside her, his hand coming to rest on the small of her back.
"You okay?" he asks, his voice gentler now, concern evident in his tone.
All Y/N could manage was a weak grunt and a halfhearted thumbs up, her eyes remaining firmly closed as she sank deeper into the mattress. Her body felt simultaneously weightless and impossibly heavy, every muscle deliciously sore in ways she hadn't experienced in far too long.
Harry chuckled at her response, the sound warm and satisfied as he stretched out beside her. With gentle fingers, he brushed her hair away from her face, tucking the tangled strands behind her ear.
"Good," he murmured, his voice deceptively soft before adding, "because you look like shit."
He punctuated the statement by squeezing her cheek between his thumb and forefinger, the teasing gesture bringing her eyes open to glare at him. And just like that, mean Harry was back. The brief tenderness giving way to his usual sardonic attitude.
Y/N might have been offended if she hadn't caught the playful glint in his eyes, the slight upturn at the corner of his mouth that belied his harsh words.
"Gee, thanks," she mumbled, her voice muffled against the pillow. "Just what every girl wants to hear after..."
She trailed off, suddenly uncertain how to label what had just happened between them. Sex seemed too clinical, fucking too crude (despite the accuracy), and making love laughably inappropriate given their complicated relationship.
Harry seemed to sense her hesitation, his smirk widening as he traced a finger along her jawline, coming away with a smudge of black eyeliner.
"After getting thoroughly fucked?" he supplied helpfully, his eyebrow arching in amusement. "You've got makeup everywhere. Mascara down your cheeks, lipstick..." he paused, glancing down at his own chest where faint red marks showed the journey of her lips, "well, all over both of us, actually."
Y/N groaned, her face buried deeper in the pillow. She could only imagine her appearance: her meticulously applied cat makeup ruined, her hair a tangled mess from Harry's enthusiastic embrace, and her lips swollen from his kisses.
"Bathroom's through there," Harry said, nodding toward a door on the far side of the room. "In case you want to clean up."
There was a careful neutrality that hadn't been there before that made Y/N lift her head to look at him properly. His expression was unreadable, those green eyes that had been so expressive during their encounter now guarded.
"Are you kicking me out?" she asked, surprising herself with the directness of the question.
Harry blinked, seemingly taken aback by her bluntness.
"No," he said after a moment, his brow furrowing slightly. "Unless you want to go?"
It was phrased as a question, but Y/N could hear the underlying uncertainty. For all his confidence, all his control in the bedroom, Harry Styles wasn't quite sure what happened next. The realization was oddly endearing.
"I'm not sure I could walk right now if I tried," she admitted, a small smile playing at her lips. "So unless you're planning to carry me to an Uber..."
Relief flickered across Harry's features before his usual confident smirk returned.
"Guess you're staying then," he said, his hand moving to rest on the small of her back, thumb tracing idle patterns on her skin. "Though I might need to hide all the mirrors in the house. Your reflection might scare you."
Y/N reached out to smack his chest, her movements sluggish with post-orgasmic fatigue.
"You're such an ass," she muttered, though there was no real heat in her words.
"An ass who made you come four times," Harry reminded her, his voice dropping to that low, husky register that sent shivers down her spine despite her exhaustion. "Don't forget that part."
Y/N rolled her eyes, but couldn't suppress the smile that tugged at her lips.
"As if your ego needs any more stroking," she said, gathering the energy to push herself up onto her elbows. "But fine. You're an ass who's good in bed. Happy?"
Harry's laugh was genuine this time, his eyes crinkling at the corners in a way that transformed his entire face, making him look younger, more carefree.
"Ecstatic," he said, leaning in to press a surprisingly gentle kiss to her temple. "Now go clean up before you completely ruin my thousand-thread-count sheets with your raccoon eyes."
Y/N stuck her tongue out at him, childish perhaps, but strangely appropriate given the odd dynamic that had developed between them before slowly pushing herself into a sitting position. Her muscles protested the movement, reminding her just how thoroughly Harry had worked her body.
"Thousand-thread-count, huh?" she said, running a hand over the luxurious fabric. "Fancy."
"Only the best," Harry replied with a shrug, watching her with those intense green eyes that seemed to see right through her.
Y/N nodded, suddenly feeling awkward despite their recent intimacy. She gathered the sheet around her body, creating a makeshift toga as she stood from the bed.
"I'll just..." she gestured toward the bathroom door, taking a step in that direction before pausing. "Um, do you have a shirt or something I could borrow? I'm not sure I want to put that dress back on just yet."
Harry's expression softened slightly at her request, something almost like affection crossing his features before disappearing behind his usual mask of confident indifference.
"Drawer on the left," he said, nodding toward a sleek dresser against the wall. "Help yourself."
Y/N crossed to the dresser, conscious of Harry's eyes on her as she moved. She selected a soft black t-shirt from the neatly folded stack, holding it against her chest as she continued to the bathroom.
The sight that greeted her in the mirror made her groan out loud. Harry hadn't been exaggerating. She looked like a Halloween disaster. Mascara streaked down her cheeks, her lipstick was smeared across her chin, and the cat nose Harry had once called cute was now a smudged mess across the bridge of her nose. The cat ears still sat atop her head, though they'd tilted to one side, giving her a lopsided appearance.
"Oh god," she muttered, reaching for a washcloth from the stack of pristine white linens beside the sink.
She dampened the cloth with warm water and began the process of removing the ruined makeup, wincing as she uncovered evidence of their encounter. A bruise was forming at the junction of her neck and shoulder, another at her collarbone. Her lips were swollen and slightly raw.
As Y/N wiped away the last traces of makeup from her face, curiosity got the better of her. Harry's bathroom was a designer's dream of gleaming marble and sleek fixtures. The shower alone was bigger than her entire bathroom at home, with multiple showerheads and a built-in bench that made her blush as she considered its potential uses.
She set the makeup-stained washcloth aside and began opening drawers, telling herself she was just looking for a comb, maybe some moisturizer. The first drawer contained the expected items like a razor, shaving cream, and cologne that smelled exactly like Harry. Yes, she uncapped and smelled it. The second held an array of high-end hair products, explaining how his curls always looked so perfectly tousled despite his apparent lack of effort.
It was the third drawer that made her pause. Tucked neatly beside a box of tampons was a pink razor, distinctly different from the sleek black one in the first drawer. A bottle of women's body wash sat next to it, along with a small makeup bag.
Y/N felt her stomach drop, a cold weight settling in her chest as the implications sank in. These weren't guest items. They were too personal, too specifically chosen. They belonged to someone who stayed here often enough to keep supplies on hand. Someone who mattered enough to Harry that he made space for her things in his private bathroom.
"Shit," she whispered, closing the drawer quickly as if hiding the evidence could somehow erase what she'd seen.
She hadn't considered this possibility. For all his flirtatious behavior at work, all the tension that had built between them over the past three months, she'd never stopped to wonder if Harry was already involved with someone. The thought made her slightly nauseated, her post-orgasmic glow fading as quickly as it had appeared.
Y/N turned back to the mirror, studying her reflection with new eyes. The marks on her skin, which had felt like badges of honor moments ago, now seemed like evidence of a betrayal she'd unknowingly participated in. She pulled on Harry's t-shirt with less enthusiasm than before, the soft fabric no longer a comfort but a reminder of her mistake.
Taking a deep breath, she steeled herself before opening the bathroom door.
When Y/N emerged from the bathroom, the confrontation she'd been mentally rehearsing died on her lips. Harry lay sprawled across the bed, one arm flung above his head, the other resting on his stomach. His eyes were closed, his breathing deep and even. The man who had been so commanding, so intensely focused on her pleasure just minutes ago, now looked almost boyish in sleep, his features relaxed and vulnerable in a way she hadn't seen before.
She stood in the doorway, clutching the hem of his borrowed t-shirt, uncertain whether to be relieved or frustrated by this turn of events. The evidence she'd found in the bathroom weighed heavily on her mind, demanding answers that would now have to wait. She didn't know if that was good or bad. Whether confronting him immediately would be better than letting the knowledge fester overnight.
"Harry?" she called softly, taking a tentative step toward the bed.
He didn't stir, apparently having fallen into the deep sleep of the thoroughly satisfied. Y/N sighed, running a hand through her hair as she considered her options. She could wake him, demand explanations about the feminine products in his bathroom. She could gather her things and leave, avoiding the awkward morning-after conversation entirely. Or she could join him in bed and deal with it all tomorrow, when her thoughts weren't clouded by post-orgasmic fatigue and emotional confusion.
The third option was tempting. The bed looked incredibly comfortable, and despite her discovery, she couldn't deny the lingering effects of their encounter. Her body was pleasantly sore, her limbs heavy with exhaustion. The thought of calling an Uber and making her way back to her apartment at this hour was decidedly unappealing.
But could she really sleep beside him, knowing what she now suspected? Would the morning bring awkward explanations, perhaps even the revelation that she was the "other woman" in a scenario she'd never wanted any part of?
Y/N chewed her lower lip, watching the rise and fall of Harry's chest as she deliberated. There was always the possibility she'd misinterpreted what she'd found. Perhaps the items belonged to a sister, a friend who stayed over frequently, even a cleaning service that stocked the bathroom with generic supplies.
But deep down, she knew these explanations were unlikely. The specific brand of tampons, the particular shade of lipstick visible in the makeup bag were personal choices, not generic supplies. They spoke of a woman who spent enough time here to consider this space partially her own.
With a resigned sigh, Y/N moved to the bed, carefully settling onto the edge to avoid waking Harry. She'd come this far; she might as well get some rest before facing whatever complications the morning would bring. Besides, a part of her, the one she wasn't particularly proud of at the moment, still craved the closeness, even if it was tainted by her discovery.
As she slipped under the covers, keeping a careful distance between her body and Harry's, she couldn't help but reflect on how quickly the evening had shifted. From the exhilaration of finally acting on three months of tension to the sinking feeling of potential betrayal all in the span of a few hours.
Harry stirred slightly as the mattress dipped under her weight, but didn't wake. Instead, he mumbled something incoherent and rolled toward her, one arm draping heavily across her waist. The casual possessiveness of the gesture made her heart clench, a complicated mixture of desire and dismay washing over her.
Y/N lay stiffly beneath his arm, staring at the ceiling as her mind raced with questions she couldn't answer. Who was she? How serious were they? Did Harry make a habit of this? Bringing women from work back to a home he shared, at least partially, with someone else?
And perhaps most troubling: why did the thought hurt so much? This was supposed to be a one-time thing, an outlet for the tension that had been building between them. She shouldn't care if Harry was involved with someone else. It shouldn't matter.
But it did. The realization sat heavy in her chest as she finally closed her eyes, willing sleep to come and provide temporary respite from the turmoil of her thoughts.
Tomorrow would bring answers, one way or another. For now, all she could do was try to rest, surrounded by the scent of Harry's cologne on the pillow and the weight of his arm across her body. A physical comfort that did little to ease the emotional discomfort growing within her.
As she drifted into an uneasy sleep, one final thought crossed her mind: how strange that the most physically satisfying encounter of her life might also be the one she'd come to regret the most.
Part 2 <-
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a/n: Shhh everyone pretend its still the 31st 🤝🏻 Hope you enjoyed…I know I did🤭









