Summary: Harry Styles being the only male heir is set to become CEO of his familyâs company, thereâs just two things keeping him from being able to fully take control. Heâs not married and heâs not exactly known for being the most confident person, actually people around Styles & Co. would tell you Harry is almost painfully shy and tries keep to himself as much as possible and thatâs not a trait people want in the man theyâll soon call their boss. So Harryâs mother takes it upon herself to find someone for her shy, a little bit of a bookworm but extremely kindhearted son who will help break him out of his shell and step into the role of CEO with a bit more confidence, and that person is you. Youâre supposed to be Mrs. Styles for a limited time, just long enough to get Harry in his new position and make him comfortable but things take a turn and previously agreed upon terms start to change. âš
Pairing: CEO!Harry (with a shy twist) x fem!reader
Trope: Arranged Marriage
Story Type: Mini Series (7 parts) Completedâš
CW: Moments of Insecureness , language, moments of anxiety, shyness, smut.
A/N: I love the idea of Harry being a shy nervous new CEO so figured this mini series would be a great opportunity for that! I hope yâall enjoy, Iâm excited for this one itâs gonna be mainly fluffy!
âș a/n: hereâs some random nerdrry thoughts of mine which all over the place but i wanted to write about it so i hope yall like it <33
harry and reader are in their twenties btw!!
» | - always forgetting to take his glasses off before bed. sometimes heâll wake up to them still on his face and remembers he never took them off.
» | - packing two or three books ahead of a school day. can you blame him? he reads on his way to uni on the local bus, reads on his breaks in between classes, when he finishes his assignments in class he takes the rest of the time to read. of course he reads during his lunch and on his way home.
» | - have a whiteboard in your room? he always draws out diagrams or equations testing himself or you ahead of midterms or finals. or he would leave little notes and drawings for you.
» | - harry would have a thing for libraries on the weekends. itâs a tradition. he goes every saturday afternoon, heâll stay there read a book or two and of course borrow some for the next week or so. when he'd bring you along it would be even better.
» | - harry would know all the hacks in the calculator. he has a crush? heâll write things in it and hand it off with all the courage he has and practically run off not even staying to see your face. though next time he sees you he couldnât miss that faint blush on your cheeks and the small wave you gave him as you two make eye contact.
» | - sometimes youâd notice your hair clips were missing from your dorm room. then you realized where they were going. harry with his shoulder length hair used the hair clips to pin it upward because his hair would block his face when he was reading books.
» | - hanging out with your nerdy boyfriend was always so peaceful. heâd read to you, tell you about little things he did during the day, one thing was that he was always gentle. yet very clingy. he was always wanting your affection anyway he could have it. hands on your thighs or your hair, lips on your neck or collarbone, and eyes on youâre lips like he just wanted to stare.
Could you do one about overstimulating him, like after heâs come you just continue riding him and hes all squirmy and moaning
Is the sky blue? Yes we can đ€đ€đ€ hereâs a little nerdrry
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Warnings- overstim, smut, subrry-ish, daddy kink (what a mix), cum play, unprotected sex, completely desperate H
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âFuck- fuck, baby, pleaseâŠâ sweat glued strands of hair to his forehead as Y/N continued to grind in his cock. âPlease, I dunno if I can go again so soon.â His mouth was dry and his stomach clenching as the wet confines of her cunt kept his snug inside of her. His glasses falling down his nose, he felt her push them back up as his head tilted against the back of the couch.
His hands gripped her hips, unsure if he wanted to actually stop. It felt so good, so overwhelming as his cum dribbled out of her and down his balls. The blanket they had under them would be ruined, the slushy sound of her lifting up and down shallowly and the hit of her ass against his thighs made his eyes blurry. He knew what to say to get her to stop, if it was really too much, but it felt so delicious that his toes curled and his cock twitched inside of her.
âIâm not done.â She pouted, eyes peering down at him. âGod, it feels so good. Got your big cock all the way in my tummy, H. Itâs not fair.â One hand kept her upright on him whilst the other pushed his hair back, observing how pretty he was. Such broad shoulders, his button up half undone and skewed to the side. His hair that he kept mostly tamed, a complete mess from her hands. Seeing him so utterly undone by her own hands, her own cunt? Sheâd never felt better in her life. âDo you really want me to stop? Because I will, babyâŠâ
Harry could feel her grinding on him with each drop down onto his prick. He was aching from it, his thighs tingling but it was too incredible to stop. Digging his fingers into her hips he shook his head, a little whine leaving his throat as his cock twitched pathetically inside of her.
âN-No, baby. No. Donât stop. Itâs jusâ so much.â He slurred, eyes holding as she tilted his head back. âI canât- it feels amazing nâ I want more, but I feel like Mâgonna explode. BabyâŠ. Fuck, youâre so perfect nâamazing and Iâve never-â he let out a shaky gasp as she bounced harder on his cock. He could feel how wet it was, what a mess they were making. His trousers a heap around his ankles and the taste of the her engrained on his tongue, there hadnât been much experience before her but he knew he didnât want anything after her. It was her or nothing. No one else could feel this good. âBaby, angel, my love- oh my god.â He shuddered, the squelch of their sex was loud, her pussy sopping wet with her arousal and the last load heâd given her.
âWhat, H?â She cooed, panting from the exertion. Seeing him wrecked under her was worth ruining every bit of makeup on her face, the burn her thighs would feel tomorrow, every bit. âYou want to cum again? Love my pussy enough to give me another load? You can do it.â The encouragement had his eyes rolling back and her poor used pussy clenching around him. âTell me, handsome. Fuck into me.â Grabbing his glasses off his face, she tossed them to the other side of the sofa and tugged his hair back with a sharp grip. âGive it to me, Daddy.â
One thing Harry was good at was listening to her. As weak as he felt, he held her hips and let her forehead fall to his own, breathing against her lips. Using his feet on the ground, he began to fuck up into her. It was sloppy and rough, whimpers leaving his mouth as his face contorted in pleasure. âOh, my love- I canâtâŠâ he gasped into her mouth. Even with her in charge, the nickname had his balls aching. âFuck me. Please donât stop, Mâgonna cum again and Iâm gonna make a mess and I want you to feel good, please baby- I love you, I love this pussy, I wanna cum in it again. Im gonna, please say you want it. Tell me to cum, Iâll give you anything you want.â The smack of skin increased, Y/Nâs wet gasp from his cock pummeling up into her making her eyes widen. Harry really would give her anything, the sweet boy. He was all hers, and she wouldnât be letting go.
Harry adjusted his glasses nervously as the football game carried on around him, the noise of the crowd buzzing in his ears. He wasnât really paying attention to the scoreboard; his focus was fixed entirely on the sidelines where Y/n stood, pom-poms in hand, the brightest smile on her face as she cheered with the rest of the squad. She always looked happy during games, but tonight she looked radiant. The floodlights illuminated her like something out of a heavenly dream, and Harry found himself unable to look away.
He knew it wasnât smartâfalling for his best friend. Y/n was popular, the kind of girl everyone wanted to be around. And Harry? He was the nerdy kid who got shoved into lockers a little too often and spent more time in the library than he did talking to people. Still, somehow, Y/n had decided he was worth her time. Theyâd been inseparable for years, and every single day he reminded himself how lucky he was to have her as a friend. Just a friend.
But lately, being just her friend wasnât enough anymore.
Harry sighed, pulling his hoodie tighter around himself as he forced his eyes away from Y/n. He didnât stand a chance. Why would she ever look at him that way when she could have anyone elseâlike, say, the football player currently strolling over to her with a cocky grin plastered across his face?
Harry froze, his stomach twisting as he watched the interaction. The guy leaned in close, saying something that made Y/n laughâa genuine, full laugh that Harry usually got to hear when they hung out. And now, here she was, sharing it with someone else.
The football player said something else, pointing toward the bleachers, and Y/n's eyes scanned the crowd. For a moment, they landed on Harry, and she smiled brightly, waving at him like she always did.
Harry waved back weakly before quickly looking down at his sneakers.
He felt sick.
***
Y/n found Harry sitting alone after the game, a half-empty bottle of soda in his hand as he stared at the ground. She sat down on the bench beside him with her usual enthusiasm, nudging his shoulder with her own.
âHey, whatâs up? You look like someone just shoved you into a locker.â
Harry managed a small, embarrassed laugh. âIâm fine. Just tired.â
Y/n squinted at him skeptically. âYouâre a terrible liar. Youâve been acting weird all night. Did something happen?â
Harry shook his head, unwilling to meet her eyes. âNope. Everythingâs great.â
Y/n huffed, crossing her arms. âOkay, spill it. Iâm not leaving until you tell me whatâs wrong.â
âNothingâs wrong,â Harry mumbled, fiddling with the label on his soda.
âIs this about that football player?â Y/n asked suddenly.
Harry flinched, and Y/n's eyebrows shot up. âIt is, isnât it? Harry, seriously, what is going on?â
âItâs nothing, Y/n/n,â he said quietly, his voice strained. âCan we just drop it?â
âNo, we canât drop it,â she shot back, her tone a mix of confusion and frustration. âYouâre my best friend, H. If somethingâs bothering you, you can tell me. Thatâs kind of what Iâm here for, you know?â
Harry looked up at her, and the concern in her eyes almost undid him. She was so kind to him, so effortlessly warm, and he didnât deserve itânot when heâd been jealous all night like some moody, selfish kid. He ran a hand through his messy curls, finally meeting her gaze.
âItâs nothing you need to worry about,â he said with a weak smile. âI promise.â
âHarry,â she said softly, her voice laced with patience, âjust tell me. Please?â
He hesitated, feeling his pulse quicken. She was so close, watching him with such kindness, and he felt like he might break apart under her gaze. He looked back down, his fingers fidgeting with the cap of his soda bottle. âI just⊠I donât like seeing you with guys like that,â he finally admitted, his voice barely above a whisper. âIt⊠it makes me feel weird.â
Y/n blinked, her expression softening. âWeird how?â
Harry let out a shaky breath, his cheeks burning. âBecause⊠I care about you. I mean, I really care about you. And seeing some guy like him flirting with you just⊠I donât know. It makes me feel small.â
Y/n stared at him, her face unreadable. âH⊠are you saying you like me?â
Harry swallowed hard, every instinct telling him to backpedal, to laugh it off, to change the subjectâbut the words slipped out before he could stop them. âYeah. I do. But itâs not a big deal, okay? I get itâyou donât feel the same way. You donât have to say anything.â
âWhy would you think that?â Y/n asked, furrowing her eyebrows in confusion.
Harry let out a humorless laugh, shaking his head. âCome on, Y/n/n. Just look at you. Youâre gorgeous, and funny, and confident, and⊠Iâm just... well me. Iâm a mess. Iâm awkward, Iâm not very good-looking, and I⊠I know youâre just trying to let me down easy. And I appreciate it. I really do.â
âHarry,â Y/n said sharply, âstop it.â
But he couldnât stop now; the words kept tumbling out like a dam had burst. âItâs fine. Really. Youâre too nice to tell me the truth, and thatâs okay. Iâm not mad. I just⊠I donât want you to feel like you have to pity me or something because Iâmââ
Y/n grabbed his face and kissed him.
Harry froze completely, his thoughts screeching to a halt. When she pulled back, she fixed him with a firm stare, her face flushed. "Harry, stop it."
âYou⊠you kissed me,â Harry stammered, his voice cracking. âWhy⊠why did youââ
âBecause I like you, you oblivious dork,â Y/n said, rolling her eyes with a fond smile. âAnd I donât want to hear you say one more word about me pitying you, or you not being good-looking, or whatever nonsense youâve convinced yourself of. Because I think that youâre really, really cute.â
Harry gawked at her, completely at a loss. âYou⊠think Iâm cute?â
Y/n laughed softly, nudging him playfully. âYes, H. I think youâre cute. Iâve always thought you were cute.â
Harry's face turned bright red, his heart pounding so hard it felt like it might burst. âOh.â
âOh?â Y/n teased, grinning at his dumbfounded expression.
Then it hit himâreally hit him. Y/n liked him. Y/n liked him back. His face split into the biggest, most ecstatic smile sheâd ever seen, like the sheer force of his joy might launch him into the stratosphere. âOh my God,â he breathed, laughing giddily as he ran both hands through his hair. âYou⊠you like me? You actually like me?!â
Y/n giggled, watching him in amusement as he practically bounced on the bench. âYes, Harry! I just said that!â
âI canât believe this,â Harry said, shaking his head with wide eyes. âThis isâthis is insane. I meanâyouâyouâre you! And Iâmâoh my God, this is the best day of my life!â
Y/n laughed so hard she had to clutch her stomach. âYouâre such a dork.â
Harry let out a joyous, breathless laugh, turning to look at her with hearts in his eyes. âYeah. But now Iâm your dork.â
Y/n leaned her head against his shoulder, smiling as her laughter softened into something warmer. âYeah, you are.â
Harry Styles, the undisputed monarch of thel nerd kingdom, adjusted his thick-rimmed glasses, the kind that always slid down his nose, no matter how many times he pushed them back up. His usual Friday night consisted of Dungeons & Dragons campaigns with his equally nerdy friends, or perhaps a deep dive into the intricacies of theoretical physics.Â
Tonight, however, was different. Tonight, Harry was venturing into uncharted territory, a house party. Not just any house party, mind you, but the house party, hosted by none other than the resident bad boy, Chad "The Chaddest" Chadwick.
A nervous flutter started in Harryâs stomach as he approached Chadâs sprawling, bass-thumping house. The porch lights cast a neon glow on groups of laughing teenagers, their voices a cacophony that both intimidated and intrigued him.Â
He clutched the single bottle of lukewarm root beer he'd brought, a desperate attempt at a social offering. He pushed open the door, and the sound and smell hit him like a physical force: loud pop music, the cloying sweetness of cheap perfume, and a distinct undercurrent of something that smelled suspiciously like desperation.
He navigated the crowd, feeling out of place in his ironed, yet undeniably dorky, plaid shirt. He was searching for a corner, any corner, where he could blend into the wallpaper and observe. Thatâs when he saw her.
Her name was Y/N, and she was, without a shadow of a doubt, the hottest girl Harry had ever laid eyes on. Her wavy hair cascaded down her shoulders, framing a face that could launch a thousand ships, or at least, one very overwhelmed Harry. She was laughing, her eyes sparkling, and Harry felt his already-racing heart do a triple flip. He quickly averted his gaze, convinced that if he looked at her for more than two seconds, he'd spontaneously combust.
To his astonishment, Y/N caught his eye. And then, she smiled. Not a polite, pitying smile, but a genuine, dazzling smile that seemed to say, "Hey there, stranger." Harry's root beer bottle almost slipped from his sweaty grasp. He offered a weak, lopsided grin in return, feeling his ears burn crimson.
A few minutes later, as if by some miracle, Y/N was standing beside him, her presence radiating warmth and a scent that was a delightful mix of vanilla and something subtly floral. "Hey," she said, her voice a melodic hum that sent shivers down his spine. "I haven't seen you around before. Are you new here?"
Harry, usually articulate when discussing quantum mechanics, found himself stammering. "Uh, no, I've, uh, I've been here. Just, you know, not usually at⊠these kinds of things." He gestured vaguely at the swirling chaos of the party.
Y/N laughed, a bright, tinkling sound. "I get it. Not everyone's a fan of the Chadwick experience." She took a sip from her drink, her eyes still sparkling. "So, what's your name, mystery man?"
"Harry," he managed, finally finding his voice. "Harry Styles."
They talked for what felt like both an eternity and a fleeting moment. Y/N was surprisingly easy to talk to, genuinely interested in his passions, even asking about his D&D campaigns with a curious twinkle in her eye. Harry, emboldened by her attention, found himself relaxing, even cracking a few of his notoriously dorky jokes. And to his amazement, Y/N laughed at them. Really laughed.
The music shifted to a slower, more intimate beat, and people started pairing off to dance. Y/Nâs gaze met his, and a silent question hung in the air. Harry, for the first time in his life, felt a surge of courage. He was about to ask her to dance when a sudden, collective groan rippled through the party.
"Power's out!" someone yelled from across the room.
Darkness descended, plunging the living room into an inky black. A few nervous giggles and shouts broke the silence, followed by the fumbling of cell phone flashlights. In the sudden chaos, Harry felt Y/Nâs hand brush against his.
"This way," she whispered, her voice close to his ear, sending another jolt through him. "I know a good spot."
Before he could process what was happening, Y/N was leading him by the hand through the darkened house, her fingers surprisingly soft and warm against his. They weaved through unseen bodies, and the air grew quieter as they moved further from the main party area. He had no idea where they were going, but he trusted her.
Finally, she stopped, and he heard the faint creak of a door. "In here," she murmured, gently pulling him forward. He stepped into a small, enclosed space, the air thick with the scent of old coats and mothballs. A closet.
The door clicked shut behind them, plunging them into absolute darkness. Harry's heart hammered against his ribs. He could feel Y/N's presence just inches away, her breath warm on his cheek. The silence was deafening, punctuated only by their shared breathing and the distant thrum of the partyâs resumed, albeit softer, music.
"So," Y/N whispered, her voice laced with a playful hint of mischief, "this is my secret hideout."
Harry's mind raced, trying to formulate a witty, charming response, but his brain felt like a tangled mess of wires. He could barely articulate a single thought.
Then, he felt her hand on his arm, her fingers tracing a light path up to his shoulder. He swallowed hard. Her touch was electric, sending shivers down his entire body. He could feel the warmth of her skin through his plaid shirt.
"Harry," she breathed, her voice even softer now, "you're cute, you know that?"
His cheeks burned. He could only manage a choked sound in response.
"And smart too," she added, her fingers now lightly caressing his jawline. "I like that in a guy."
Harry's mind was reeling. This couldn't be real. The hottest girl at the party, in a closet with him, and she thought he was cute? He was sure he was dreaming. He must have hit his head on the way in.
Her face moved closer, and he could feel her warm breath on his lips. His heart was pounding so hard he was sure she could hear it. He wanted to say something, anything, but no words would come.
Then, her lips were on his, soft and hesitant at first, then growing more confident. It was a clumsy kiss, a little awkward, but to Harry, it was everything. Fireworks, stars, the entire universe exploding behind his eyelids. He tentatively put his arms around her waist, pulling her closer.
When they broke apart, breathless, Y/N giggled. "You're a good kisser, Harry Styles."
His face was on fire, but a triumphant smile spread across his face. "You too, Y/N," he whispered, still trying to process the fact that this was actually happening.
Her hand, still on his arm, began to slide lower, her fingers dancing lightly over his stomach, then dipping lower, until they reached the waistband of his pants. Harry gasped, a jolt of pure surprise and arousal shooting through him. He had never experienced anything like this.
Y/N's voice was a low murmur in the darkness. "Let's make this a night you'll never forget, Harry."
His breath hitched as her fingers found their target, nimble fingers unbutton and unzipped, a casual eagerness to each movement. Harry was frozen, his heart pounding. What was happening? This had to be the best night of his life.Â
Y/N hand slipping into the opening a gentle, exploratory touch that sent shivers of pleasure through his entire body. He leaned his head back against the wall of the closet, a blissful groan escaping his lips. He was completely at her mercy, and for the first time in his life, he didn't mind one bit.
Y/Nâs touch was both tender and insistent, a careful exploration that built a slow, delicious heat within him. Her hand slipping further into the depths, inside his briefs, his cock springing free with a soft tug.
Harryâs hand instinctively reached for her hair, his fingers tangling in the soft waves as he let out another soft moan.Â
Y/N leaned in then, her lips on his neck as she kissed and nipped at the skin. Her fingers wrapping around the warmth of him and she pumped slowly at first, building a pace he appreciated.Â
He could feel her smile against his neck as she continued her hypnotic rhythm, expertly teasing and building the pressure. Every nerve ending in his body seemed to hum with an awareness, focused solely on the sensations she was creating. He was lost in the moment, the darkness of the closet amplifying the intimacy and the intensity of her touch.
He felt himself nearing the edge, a delicious tension coiling in his stomach. His breathing grew shallow, his body trembling slightly with anticipation. Just as the world seemed to narrow to this one incredible feeling, a sudden, blinding light flooded the closet. The door had been flung open.
Harryâs eyes, wide and disoriented, blinked against the sudden glare. Standing in the doorway, framed by the bright light of the party, was Chad, a triumphant smirk on his face. "Found them!" he bellowed, his voice cutting through the resumed party music.
Y/N, startled, quickly pulled her hand away from Harry, a blush creeping up her neck. Harry, mortified, fumbled with his pants, his face burning an even deeper crimson than before. The spell was broken, shattered by the harsh reality of the overhead lights and Chadâs booming laughter.
for #A (your turn) it could be like a uni one, and Harry is shy, not out there, You know how they say âshy guys are always the one that shocks usâ
So maybe user could be popular, but fell for Harry since he is a big gentleman, but when they go to have sex for the first time (there not virgins) user is shocked by his size and how dirty he is in the bedroom, thatâs where he could say the line since he is a littler nervous maybe? But he is super dirtyyy!
Hey guys đ€
Here's the Tetris bot. He'll make it fit, trust me. đ
Harry Styles nerd | đ€ I played Tetris as a kid, I can make it fit