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finelinefae · 3 months ago

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bambi [ceo!h x shy!reader]

synopsis: y/n tries a dating app and meets the CEO of Pleasing

word count: 8.6k

contains: ceo!harry x assitant!y/n, deer!reader vibes, dating app, online dating, deer!reader, first date, first kiss, fluff, age gap (9 years)

a/n: this is the first part of a new series. as usual the first part is a lil slow to set things up but I'm excited for what's to come of this one. there's going to be a lot of cuteness and all the things i love writing about in this one so i can't wait to share more !

this is part 1 of Bambi, read part 2 here

. . .

Most of the time Y/N didn��t want to be in control of things.

From a young age, she had to be in charge of everything. She had three younger brothers and was born to a single mother who worked hard to keep everything afloat in their tiny, townhouse. So inevitably she became an adult before she could even buy a lottery ticket.

Her life wasn’t bad, but it wasn’t easy. With the constant nagging from her much younger siblings and the dampened sleeve of her t-shirt—evidence of the hours she spent comforting her mother through tears—Y/N had just had enough.

Her life had become an abundance of things she was struggling to keep up with. She had no reprieve throughout her daily life, no way of stopping or just letting go.

She worked six-hour shifts at the supermarket, studied marketing at university, did the school run in the mornings, and often in the evenings too, if her mother was too tired to get off the couch. She tutored her youngest brother, who was falling behind in math, and kept the house in order while all three of them stayed glued to the television.

Even worse, her social life was practically nonexistent.. She was twenty-one and spent her Friday nights making dino nuggets and catching up on an incessant amount of laundry from the past week.

Y/N wasn’t sure where her life was heading. The loneliness and stress was so overwhelming she could barely breathe.

One night, the weight of it all brought her to tears as she thought about her future after graduation. Most of the girls she knew were planning gap years, travelling to places like Brazil or Italy. She tried to picture herself boarding a plane, but the only thing she could imagine was her mother calling mid-flight, asking her to pick up one of the boys from school.

She pulled open her phone eyes blotchy and nose stuffy from crying. Her loneliness was hitting her hard and she was desperate to feel some kind of connection, even if it was five minutes of conversation. So, she opened the only dating app she had on her phone, one that she’d installed many moons ago when she wanted to open herself up to meeting new people.

She barely used it after realising she wasn’t the best at small talk and whenever a guy would ask for a date, her introverted self would refuse to step foot out of the house. But on occasion she’d find herself wondering, searching for someone to take her mind off of everything.

Y/N swiped past copious images of men, seemingly unphased by all of them. She swiped through so many, that they almost began to look the same - 5’9, tanned, shirtless or lifting weights trying to show some kind of strength that proved to women they were most definitely ‘manly’.

When she started to believe all hope was lost, she paused when her eyes settled on a man who didn’t look much like the others. He was tall, with brunette curls and green eyes that crinkled when he smiled. He wore rings on his hands in every single picture and in one of them he wore a shirt with the sleeves rolled up to reveal a sleeve of tattoos. In most of his pictures he wore comfy sweaters and knitted cardigans with grey or black trousers. In one of them he wore a pair of blue jeans and had a small, battered copy of The Catcher in the Rye in his back pocket.

She read his bio beneath.

‘Harry, 30

Likes: scrabble, food, cats, books, cardigans

Dislikes: loud chewing, music played too low, emails, wearing sunglasses indoors at dinner is absolutely criminal’

She clicked the heart on his profile, eyes widening when the words ��MATCH’ appeared on the screen in big bubble writing. He hadn’t sent her a message but clearly he had liked her own profile which was surprising considering she had barely anything on it.

As she was mulling over what to say to start the conversation, three bubbles quickly appeared then disappeared, replaced by a message. She held her breath, reading the words.

Harry: Hey, pretty dress

She frowned, wondering what he meant by that but then remembered she had a picture of her on her profile, showcasing one of her favourite dresses. It was a baby pink slip dress she had made out of silk fabric.

Y/N: Thank you, I made it! :)

Harry: You did? Wow! Looks better than most of the ones I’ve seen in my own store.

Y/N: Do you own a clothing store?

Harry: Something along those lines

Harry: Although they don’t sell pretty dresses like yours

Y/N: They’re probably a lot better, I use cheap materials

She cringed at her message, hoping she didn’t sound broke or not put together by saying she used something cheap.

Harry: I’m even more impressed

She smiled, watching him type a new message.

Harry: What brings you here?

She tried to sum up how she was feeling without making herself seem like a weirdo. She didn’t want to sound like a recluse looking for human interaction no matter how much she felt like it.

Y/N: I’m tired of everything, just want someone to keep me company

Harry: I get that. Should I be worried? Are you okay?

Her heart warmed, she couldn’t remember the last time someone asked her if she was okay.

Y/N: I’m okay now, thank you for asking !! it’s just everyday life stuff.

Harry: Of course. Just let me know if there’s anything you want to talk about. I’m right here to listen… or read

Y/N: thank you, that truly means a lot!! xx

Harry: No problem, love x

Y/N’s heart flickered at the name he had placed on the end.

They texted for hours, well into the middle of the night. Y/N was giddy, rolling around on her bed, smiling so hard her cheeks ached. They had so much in common—both preferred quiet nights in, were family-oriented, loved literature and art and even fashion. He was funny and sweet, always checking in to make sure she was comfortable and that he wasn’t overstepping with his questions. Despite how much they had in common, they had a lot of differences too.

Y/N: Is it raining where you are? Xx

Harry: Hm, just checked outside and I think the clouds are coming over. I don’t mind though autumn happens to be my favourite season.

Y/N: omg really?

Harry: What? You don’t agree?

Y/N: No omg are you kidding? I’m much more into spring. I like that it’s sunny with a slight breeze so it’s warm but not too warm so you can still wear a sweater

Harry: Ahhh I see, you do give spring I must say

Y/N: You think so?

Harry: Even from looking at your pictures, you look like a tulip or something.

Harry: Or the little deer from that movie

Harry: What was it?

Harry: Bambi!

Harry: Maybe that should be your name - Bambi

Y/N: That’s one of my favourite movies !!

Y/N: I happened to think Bambi is a very pretty name

Harry: Then I’ll call you Bambi

Y/N: Well what should I call you?

Harry: Anything you like, Bambi

. . .

Y/N was working her shift at the supermarket. She was already entering her final hour, her stomach rumbling as she packed frozen pizzas onto the shelves. Although she had been working hard to get things done so she could go home on time, her mind was constantly wandering.

It had been a full week of talking to Harry. They had converted to messaging on WhatsApp after exchanging numbers and every day Y/N would wake up to a morning text message from him telling her to have a good day and that he would be right there in her pocket if she ever needed anything. In the evenings, he would make sure she wasn’t going to sleep with anything heavy on her mind. He’d ask her questions about what she ate and if she had any time to herself in the day. For the first time in a long time, Y/N felt a little less lonely. She went about her day with a little pep in her step feeling the excitement of texting the man she had only just met. She didn’t know what it was about him but a part of her felt safe with him. Maybe it was the fact he was nine years older than her and knew what it was like to be under stress with so many things but he understood her in a way no one else did.

And Bambi.

Every day, it was Bambi this and Bambi that, and every time, she’d swoon or smile at the nickname he had given her. It was silly, maybe even a little ridiculous, how much it affected her. But she couldn’t help it—every time he said it, a bubble of excitement grew inside her. She liked someone for the first time in a long time, and it brought something new, something light, into her overwhelming life.

After days of just simply texting, Y/N had asked him if he wanted to video call tonight. It would be her first time hearing what he sounded like and part of her was nervous. What if he came across differently from how he was over text? What if he didn’t look the way he did in the numerous pictures he had sent her? What if after calling tonight, he didn’t like her anymore?

Hours later, Y/N was tucked up in bed readying herself to call him. She had showered and blow-dried her hair, wearing her comfiest pink pyjamas with her body wrapped up in her duvet. Her thumb hovered over the call button, gnawing on her bottom lip as thoughts raced through her mind.

She gasped when Harry’s face appeared on her screen just seconds after she pressed call. It was their first time ever talking like this, and her heart raced as she took in the sight of him. He was sitting in a desk chair, a large framed artwork hanging on the wall behind him. His shirt was slightly rumpled, his tie loosened around the collar, and his curls fell lazily across his forehead. He looked so effortlessly handsome, it almost didn’t seem real.

“Hey,” he murmured, his voice breaking the stillness of her bedroom. It carried a warmth, soft and steady, like the glow of a campfire, and she felt herself melt under its gentle heat.

“H-Hi,” she squeaked, her cheeks immediately flushing with warmth. Her nerves bubbled up as she realized she was staring at him, trying to comprehend that this was actually happening. Surely she was dreaming, she pinched herself to make sure.

Harry’s eyes softened when he heard her shaky greeting. “You alright?” he asked, the corner of his mouth lifting in a small, amused smile. His tone was gentle, almost teasing, but there was something deeper there—like he was studying her reaction and enjoying every second of it.

She nodded quickly, fumbling with the hem of her pyjama shirt. “I’m good! Just… surprised you answered so fast.” She giggled nervously, her voice high-pitched and sweet, like she couldn’t quite believe this was happening. “I thought it’d take a few rings at least.” Her blush deepened as she tucked her knees up to her chest.

He chuckled softly, the sound rich and warm, making her heart flutter. “I was waiting for you to call,” he admitted, a soft smirk tugging at his lips.

Her heart skipped a beat, and she shyly glanced up at him through her lashes. “Really?” she asked, her voice soft and a little disbelieving.

He smiled, a slow, adoring smile that made her stomach flip. “Yeah, really. I’ve been thinking about it all day.” His voice had that low, confident tone, but his gaze was gentle, like he wanted to make sure she knew he meant it. “The only thing getting me through work.”

“You’re still at work? It’s nine-thirty!” she exclaimed, glancing at the clock in disbelief.

Harry’s lips curled into a playful smirk. “Is it past your bedtime, Bambi?” he teased, leaning back in his chair as he glanced at her through the screen.

Her heart stuttered hearing that nickname come from his own mouth. She felt like if the camera wasn’t on, she’d be floating around her room like a bright pink orb of light, “N-No,” she stammered, her cheeks flushing a soft pink. “But shouldn’t you be going home by now? You’ve been working all day.”

He let out a small chuckle, shrugging as he glanced down at the papers scattered across his desk. “Got a lot to catch up on. Too many late nights spent talking to you.” His voice was warm, laced with affection despite his teasing.

Her heart sank for a moment, guilt creeping in. They’d been texting non-stop for weeks, and she hadn’t once thought about how it might be affecting his workload. He’d told her before that he worked for a clothing company, and it suddenly hit her how busy he must be.

Noticing the shift in her expression, Harry’s voice softened. “Y’thinking too much in that little head of yours?” he asked, cutting through her thoughts.

“Maybe a little,” she admitted quietly, biting her lip.

He shook his head, eyes never leaving hers. “You know I didn’t mean it as a bad thing, right? I love talking to you, Y/N. I think... I might even be a little obsessed with you,” he confessed, his smirk turning into a softer smile.

Her breath caught in her throat, and for a second, all she could do was stare at him, her heart thudding in her chest. “I-I think I’m obsessed with you too,” she whispered, her voice barely audible.

“Yeah?” His voice was full of warmth, a hint of disbelief in it, like he hadn’t expected her to say it back. She nodded shyly, clutching her pillow tighter against her chest, her heart racing.

Harry huffed out a breath, rubbing a hand over his face to hide the wide grin that had taken over. “God, you’re even cuter than I imagined,” he murmured, his words full of adoration.

They talked for hours, diving into everything and anything that crossed their minds. It was the longest conversation they’d had since they started talking, and Y/N found herself more captivated by Harry than she thought was possible. The way he laughed, the way he listened—it all just pulled her in deeper.

In the middle of her sentence, she noticed Harry looking at her with an unusually soft expression, his eyes filled with something she couldn’t quite place. He suddenly spoke, cutting her off mid-thought. “Can I take you on a date?” His voice was gentle but firm, catching her completely off guard.

“O-Oh,” she stammered, blinking in surprise. She hadn’t expected him to want to meet her so soon, but her heart leapt at the thought. “I’d like that,” she replied, a soft smile spreading across her face. “Very much.”

His own smile widened, a mix of relief and excitement in his eyes. “How about Saturday evening? I could pick you up.”

“But wouldn’t that be too long of a drive?” she asked, biting her lip. She knew he lived in the city, about forty minutes away without traffic, and she didn’t want to inconvenience him.

Harry’s expression didn’t falter. “It’s not too far at all. Trust me, I don’t mind,” he said confidently. “I’ll pick you up at 8, sound good?”

Y/N’s heart fluttered, the idea of seeing him in person making her pulse race. She nodded shyly, her voice barely above a whisper. “Mhm, that sounds perfect.”

Harry’s grin grew, his eyes twinkling, “Can you wear the pretty dress you made?”

Y/N blushed, “You don’t want me to wear something a little more sophisticated?”

“Y’ can wear whatever makes you comfortable, I don’t mind but I think I’d like to see that little dress y’ made.”

She nodded, stifling a yawn as it slipped out. It was getting late, and Harry was still at his office, working. “Y’tired, lovie?” His voice softened.

“A little,” she lied, knowing full well she was more than exhausted. But the thought of ending the call made her chest tighten—she wanted to keep him on the line, even just for a few more minutes.

Harry chuckled softly as if he could see right through her. “Why don’t you rest those pretty eyes for me, yeah?” he murmured, his voice low and soothing, the gentle authority in his words making her entire body relax. She practically melted at the sound, her heart skipping a beat.

“M’kay,” she whispered, her eyelids already heavy as she let herself sink deeper into the comfort of his voice.

“I’ll be right here, alright?” he reassured her, his tone gentle and full of warmth.

She managed a soft smile, her words barely audible as her exhaustion overtook her. “Promise?”

“Promise Bambi,” he whispered, his voice the last thing she heard before sleep pulled her under.

. . .

“Mr. Styles?”

Harry looked up from his computer, peering over the rims of his glasses. His receptionist, Lindsey, stood in the doorway. “The samples for the newest collection have arrived. Would you like me to bring them in?” she asked, her voice polite but efficient, as always.

“Yes, please, Lindsey,” he replied with a sigh, signing off another email before hitting send. The endless stream of tasks had him feeling drained.

Though Harry wasn’t usually the type to show much warmth towards his employees, Lindsey was different. She’d been with him for years—long enough to earn not just his respect, but his trust. She was one of the very few people he relied on within his company.

Harry was the CEO of Pleasing, a major fashion company he had built from the ground up. His first line had been designed in a small studio, crafted with his own hands and the help of a few close friends who still worked by his side. Now, it was a global brand. He was on Forbes 30 under 30 and had features in magazines like GQ. He was even in Time magazine for most influential people.

Despite all the success, his day-to-day life had become an endless loop of emails, business meetings, and deadlines. Time for anything outside of work was a luxury he couldn’t afford. Lately, though, something, or rather someone, had started to make him reconsider how he spent his time.

He checked his phone once more having only picked it up a minute ago for the same reason. He hoped to see a message from Y/N, in fact he was eager to. Ever since he had messaged her on the only dating app he used, he hadn’t thought of anyone else but her.

It had been a spur-of-the-moment decision, one born out of the loneliness that weighed heavier than ever that night. Harry sat in his dimly lit office, the silence around him almost suffocating. He hadn’t dated in over a year, not since his last relationship, which had ended on a bitter note. That girl had taken advantage of him, using his desire of the relationship he wanted to manipulate him. She had drained his bank accounts, maxed out his credit cards on shopping sprees and lavish holidays with her friends, leaving him both financially and emotionally exhausted. After that, he’d grown wary of trusting anyone.

When he joined the website, he wasn’t exactly hopeful. The chance of finding someone who truly understood his career and mirrored his desires in a relationship seemed slim.

But then he met his Bambi.

He hadn’t been searching for anything specific that day, just scrolling aimlessly, but something about Y/N’s profile made him pause. There was a warmth to her, a genuine spark that went beyond her pictures. She didn’t seem to realise just how captivating she was, and that drew him in even more. It wasn’t just her beauty—though she was stunning—it was the way she spoke about the things she loved. Her messages were full of passion, filled with rambles about her favourite books, little moments in her day, or random thoughts that popped into her head.

Y/N had ignited something within him. He was excited for this newfound thing they had going on, a spark he hadn’t felt in years. Every message from her left him smiling at his phone, wondering what she’d say next. It was the kind of excitement that made the day feel a little brighter, knowing she was just a text away. He found himself looking forward to the simplest things—her daily updates, the way she’d ramble about something she’d seen or read, and even the photo updates she’d send him of things she was doing.

For the first time in a long time, he found himself imagining what it would be like to share his life with someone, instead of the quiet solitude he’d grown so used to. He couldn’t shake the thought of Y/N being that person—the one to bring warmth into the corners of his once-lonely home. He pictured what it would be like to have someone in his space, their presence adding a new kind of lightness. Someone to be there in the small, everyday moments and to keep him company after a long day at the office.

He couldn’t wait to meet her in real life, hold her in his hands and kiss the lips he spent nights dreaming about.

Harry snapped out of his daze when Lindsey opened the door and the manufacturers entered the room behind her, holding the fabric samples in their hands. They greeted him timidly, laying the samples on the table by the large floor-to-ceiling windows.

He walked over, black polished shoes clicking against the mahogany wood floor. He sighed when he took in the samples, he didn’t need to feel them to know they weren’t good enough. Uncapping the red pen, he drew a cross beside each sample, the men behind him releasing a shaky breath.

“Come back when you have what I want,” He murmured, dismissing them with a wave of his hand.

He checked the time on his watch and cursed. Today was his niece’s birthday and he promised his sister he’d visit in time for her birthday party this afternoon. “Lindsey,” He called, hearing her shoes against the floor before she opened the door to his office.

He pulled on his blazer, “I’ve got to leave, did you wrap that gift I gave you the other day?”

Lindsey frowned, “It’s under my desk but what about your meetings this afternoon?”

“Cancel them.” He shrugged.

His Porsche was parked out front by the time he stepped out of the building. He put the gift into the passenger seat and made a mental note to stop somewhere to buy a birthday card.

He glanced at his phone when a text came through.

Bambi: Half way through my shift. It’s been pretty rough, sorry for the late reply xx

His heart leapt when Y/N’s name appeared. He took his phone when he reached a red light and typed in a reply.

Harry: it’s okay lovie, call me when you finish yeah? x

He was desperate to speak to her even if it were just for a mere few seconds.

Making a left turn, he pulled into the parking lot of a small supermarket on the highway. It looked run down and old but there wasn’t anywhere else he could go to before he reached his sister's house.

People sat outside, smoking cigarettes and drinking out of beer cans. He ignored the glances they made towards him and his car.

He stepped inside and walked along the aisles, pausing when he noticed someone stacking things onto a shelf. His heart skipped a beat when he saw her. She was wearing blue jeans and a fuzzy white sweater, her hair was braided and fastened with pink, silk bows. She wore wired earbuds, her pink ballerina flats tapping against the laminate flooring.

She must have felt his gaze because her head lifted, eyes widening as they met his. Her soft, pink lips parted slightly, and in that instant, it was as if the world shifted—everything falling perfectly into place between them, as though they were always meant to find each other naturally.

Harry hadn’t noticed the sugar spilling from the bag she was holding until the store manager stormed over. “What the hell do you think you’re doing?” The sharp tone made Y/N jump, her body snapping upright as she stood frozen in front of her manager, fear flashing across her face.

“I-I’m s-sorry, I—” Y/N stammered, her voice trembling.

“How many times do I have to hear the same excuse from you?” her manager snapped. “Stupid, useless girl, costing me the whole damn shop.”

Y/N’s bottom lip quivered, her eyes welling up with unshed tears. “I-I know... I promised it wouldn’t happen again. It was an accident, really,” she whispered, her voice barely holding steady.

Harry’s frown deepened. Again? This had happened before?

From the way Y/N stood there, trying so hard not to cry, it was painfully clear—this wasn’t the first time her boss had spoken to her like this.

Harry’s jaw tightened as he watched the exchange, a surge of protectiveness rising in him. He had only known Y/N recently, but seeing her like this—small, vulnerable, and clearly hurt—stirred something deep within him. He couldn’t just stand there and let it happen.

“Excuse me,” Harry spoke up, his voice calm but firm, stepping closer. The store manager turned to him, annoyance flashing across his face.

“This doesn’t concern you,” the manager spat, his glare shifting to Harry.

“Actually, I think it does,” Harry replied, his eyes steady on the man. “You don’t need to speak to her like that.”

The manager scoffed. “And who the hell are you?”

Harry didn’t blink, his voice lowering. “Someone who knows when respect is lacking.”

Y/N looked up at Harry, wide-eyed, as if she couldn’t believe he was stepping in. Her heart raced, a mix of relief and anxiety bubbling inside her. She wasn’t used to anyone standing up for her like this.

“Y/N, why don’t you take a minute?” Harry said softly, glancing over at her, his voice now gentle and reassuring. The tears in her eyes made his chest physically hurt. He’d be quick with this useless piece of shit so he could give her all his attention.

She hesitated but then nodded, her gaze flicking between Harry and her boss. She quickly turned, slipping away from the confrontation, her hands shaking as she tried to compose herself.

Harry turned back to the manager, his calm exterior masking the frustration brewing underneath. “Speak to her like that again, and I won’t hesitate to have this place torn down, brick by brick, and replaced with a building I own. Then you’ll know firsthand what it’s like to deal with a real fucking manager.”

With that, he turned on his heel, already making a mental note to have his team look into this place. It was clearly lacking in more ways than one—enough to warrant being shut down for good he hoped.

Y/N stood behind the building, her back to him, shoulders trembling as she cried into her sleeve. Harry’s heart clenched at the sight. “Hey, hey, hey,” he murmured softly, stepping forward and gently pulling her into his chest. “Tha’s enough now, Bambi. Don’t waste your tears on him,” he whispered, his large hand rubbing soothing circles on her back. Holding her close felt unexpectedly right, as if this was exactly where she belonged, even if the circumstances weren’t ideal.

“I’m so embarrassed,” she sniffled, her voice small. “This isn’t how I wanted you to see me for the first time.”

His eyes softened with affection as he reached into his pocket, pulling out a handkerchief. Carefully, he wiped her tear-stained, blotchy cheeks, his touch tender. “You’ve got nothing to be embarrassed about, sweetheart,” he whispered, “S’alright now, y’ don’t have to go back in there.” He cupped the back of her head, feeling how soft and silky her hair was. He couldn’t seem to fathom that he was actually holding her after days of imagining what she would feel like.

She pulled away and for the first time Harry could get a proper look at her. He didn’t think it possible for her to be even more beautiful than the pictures he had of her on her phone but she was. Her features were soft, cheeks permanently pink like the colour of tulips on a spring day, her lips were the perfect shape, so delicate like two petals pressed together. She was a walking angel.

“Hey stranger,” He grinned, those perfect cheeks turning pink. If Harry had one goal in his life it was to make her all flustery and blushy.

“Hi,” She peeped, hands fiddling in front of her.

Her eyes widened when she saw the tear stains on his shirt, the damp spots revealing the tiniest hint of the tattoos on his torso. “I-I’m so sorry, I didn’t mean to ruin your shirt,” She cringed.

“Hey no need to apologise, ‘s not even ruined and I’d rather you were okay than some easily replaceable shirt.” He assured her. “Are y’ sure you’re okay? Don’t need to go in there and beat him up or anything,”

She smiled at that and the sight made his heart sing, “No it’s okay. I-I’m okay, thank you for looking out for me. I don’t normally have people doing that very often.”

He frowned. He didn’t like how often she spoke about how little help she got from other people. If anything, it made him want to take care of her even more than he already did.

“I should probably head back in. I still have three more hours of my shift,” she huffed, clearly reluctant. It was the last thing she wanted to do.

Harry’s expression softened, but his tone remained firm. “You don’t have to,” he said, his gaze holding hers, protective and unwavering.

Y/N frowned, uncertainty flickering in her eyes. “But I need the job, Harry,” she whispered, her voice shaky. “I can’t just leave.”

His jaw tightened at her words. He hated seeing her stuck in a place that didn’t value her, where she wasn’t respected. “I know you need the job,” he replied, gentler now, trying to ease her worry. “But no job is worth being treated like that. Not by him.”

She bit her lip, glancing back at the store, anxiety clearly weighing on her. “What am I supposed to do, then? I can’t afford to lose it.”

Harry stepped closer, his hand finding its way to her cheek, thumb brushing away a stray tear. “You’re not going to lose anything,” he said softly. “Let me take care of it. Of you.”

Y/N blinked up at him, her heart pounding. “Take care of me?”

“Come work with me,” He offered.

There weren’t many positions available at Pleasing, but Harry didn’t care. He’d make something work—anything to keep her from going back into that place and dealing with the jerk inside.

“In the city? I... I can’t do that, Harry. I still have school, and my brothers...”

“You can work around it,” he said quickly, eager to find a solution. “I’ll pay for your gas to and from the city, or I’ll have someone drive you. Hell, I’ll drive you myself if it makes you feel better. Whatever you need. Just don’t stay here.”

He sighed softly, taking her small hand in his larger one, her warmth a comfort even as doubt flickered between them. “Just... think about it, yeah?” His thumb traced gentle circles on the back of her hand, trying to ease the tension.

Y/N hesitated but nodded slowly. “Okay,” she whispered, her voice barely above a murmur.

A grin spread across Harry’s face, his relief palpable. “Thank you Bambi.” He swore he saw her pupils carve into love hearts at his words.

. . .

Y/N hadn’t returned to her job at the store just as she promised Harry. It wasn’t only because Harry was insistent she didn’t go back but her manager had been pretty verbally abusive for quite some time now and she thought better than to go back and work for someone who was just plain mean.

A few days had passed and Saturday rolled around quickly. Y/N was giddy with excitement, preparing everything in time for Harry to pick her up to take her on their very first date this evening. She had arranged a babysitter to look after her brothers since her mother wouldn’t be home until late. It wasn’t often they splurged cash on hiring a babysitter but Y/N wasn’t going to rearrange her date with Harry for anything.

She’d made a list of everything she needed to do: wash and blow dry her hair, shave every inch of her body, and paint her nails with the glazed pink polish she’d ordered online. Her hair was in curlers as she carefully laid out her outfit for the evening—a pink satin slip dress she’d made herself, paired with white kitten heels that matched perfectly. With the season shifting into autumn, she added a thin white cardigan to keep her warm in case the night turned chilly on the way home.

She wanted to look perfect. Especially after the fiasco the other day when he had rescued her from her mean manager.

Everything seemed to move in slow motion the moment she laid eyes on the man from her phone. He was even more perfect than she had imagined—taller too. It still hadn’t sunk in that she was about to go on a date with this man—the one who wore a black suit to work and had saved her from cruel, terrifying managers.

And the way he spoke to her afterwards, comforting her with his big, heavy hands around her. She wanted him to pick her up and take her wherever he went.

Y/N sighed blissfully in front of her vanity. As Y/N finished her makeup, her phone buzzed with a message from Harry.

Harry: Just outside x

She peeked through the window, catching sight of him standing by a sleek black car, leaning casually against the door. He looked breathtaking in a fitted black suit, hands in his pockets as he scanned the street. Her nerves fluttered, a mixture of excitement and anticipation bubbling up. She took a deep breath, smoothed down her dress, and grabbed her cardigan before heading out the door.

The moment she stepped outside, Harry’s gaze snapped to her, dark and intense. He straightened up, eyes travelling over her form, taking in every detail of her appearance. The way he looked at her sent a shiver down her spine.

“Y’ look stunning, Bambi,” he murmured, his deep voice sending shivers down her spine. He took a step closer, his large hand cupping her cheek, thumb grazing her soft skin. “All this f’ me?”

Y/N blushed, biting her bottom lip nervously. “I-I wore the dress you wanted,” she mumbled shyly, looking up at him through her lashes, “Do you like it?”

“‘S perfect,” He murmured lowly.

“Ready to go, sweetheart?” He opened the car door for her, watching as she slid into the passenger seat, her delicate form contrasting with the dark interior of his Porshe. Harry’s eyes lingered on her legs for a moment before he shut the door and walked around to his side.

Once inside, he reached over, resting his hand on her thigh, the warmth of his touch comforting her immediately. “You nervous?” he asked, glancing at her with a small smile, though the look in his eyes held a trace of dominance.

“A little,” Y/N admitted, her voice soft and shy.

Harry gave her thigh a gentle squeeze. “Y’ don’t have to be nervous around me, love, promise ‘m not scary. Least of all t’ you.”

Y/N smiled, loving how he made it clear she was different, that he treated her in a way no one else could. It warmed her to feel special, especially when that feeling was rare for her.

As they drove, their conversation flowed easily. Y/N found herself opening up more and more, rambling about anything that came to mind. Harry listened intently, his smile soft as he asked questions, showing genuine interest in everything she said. Her eyes sparkled in the dim light of the car, and each time she answered bashfully, his lips curved.

Y/N’s eyebrows furrowed as they drove deeper into the city. The lights grew brighter, illuminating a part of town she rarely found herself in—where the wealthy lived, with towering apartment complexes and upscale restaurants lining the streets. Harry pulled over in front of a sleek Italian restaurant, where a man stood waiting by the curb.

“Are we allowed to park here?” Y/N asked, her face bathed in the glow of the restaurant’s lights.

Harry suppressed a grin at her confusion. “What do you mean?”

“Well… I just assumed we weren’t eating here, which is totally fine! You don’t need to impress me with a fancy restaurant.” Her cheeks flushed pink as she tried to clarify.

Harry’s lips curled into a teasing smirk. “What if I told you we are eating here?”

Y/N’s eyes widened in disbelief. “A-are we?”

Without answering, Harry reached for her hand, brushing his lips over the back of it. “Y’ too cute,” he murmured. “Come on, they’re waiting for us.” He stepped out of the car, passing his keys to the valet standing nearby, before adjusting his blazer and moving to open the door for her, his hand stretched out toward her for her to grab onto.

Y/N hesitated, her mind reeling. There was no way they were eating at this restaurant—the kind with a year-long reservation list and three Michelin stars. She’d heard rumours that a single course here could cost more than her entire paycheck for the week. But as she took his hand and stepped out, it felt impossible to believe this was really happening.

Harry intertwined their fingers, offering a brief nod to the waiter who opened the door for them. “Harry… are you sure? They probably don’t have any tables for people just walking in,” she whispered.

He chuckled softly. “Don’t worry, love. I made some arrangements.”

Her brows furrowed in surprise. “Arrangements? How?”

Stopping at the ‘Please Wait to Be Seated’ sign, Harry finally turned to her with a playful twinkle in his eye. “I own the restaurant.”

Y/N’s mouth fell open as a waiter approached, menus tucked neatly under his arm. “Good evening, Mr. Styles. Your table is ready.”

Feeling like she was in a dream, Y/N walked hand-in-hand with Harry to a private table near the large glass windows at the back. The breathtaking view of the city’s skyline stretched out before them, and the table, set for two, was tucked away to offer them some privacy.

As they were seated, Y/N couldn’t help but notice the quiet stares and murmurs from other guests. She knew Harry owned a clothing business, but… just how successful was he?

The waiter laid the menus out in front of them and left them to decide what they wanted to order. Y/N hadn’t even noticed as her wide eyes gazed around the room at the glowing chandeliers.

Harry reached for her hand beneath the table, “Are y’ okay love?” He asked. Y/N’s gaze snapped towards him, “I hope ‘s not too much.”

“H-Harry, I really appreciate you bringing me here, I mean even stepping inside is a dream come true, but… I c-can’t afford this.” She felt awful saying it but it was true and it was better to tell him now than when she’d finished her meal, she wouldn’t want him thinking she was out for his money.

Harry frowned, “Bambi, this is a date. Y’ don’t have to pay for anything.”

“B-but I can’t use your money.” She told him.

She couldn’t hear it but Harry’s heart was singing in his chest. She was exactly what he was looking for someone totally opposite to all the women he had dated in his past.

He cupped her cheek in his hand, “Look at me Y/N,” Big, doe eyes gazed into his, “Please stop worrying and let me take care of you. I know y’ haven’t been given that in the past but ‘m here now and I want this. I wanted to bring y’ here and I want y’ to be spoiled and I want to treat you in the way you deserve. So can you pick something from the menu and let me look after you Bambi baby, please? Think you can do that?”

Her lips parted, slowly nodding her head but she quickly said one last thing, “You don’t have to take me to fancy places to make me feel spoiled Harry. I already feel spoiled enough just getting to be with you.”

He smiled, eyes glistening under the low light of the chandelier. He placed a hand on her thigh and squeezed as a small thank you. “Have you decided what you’re going to eat?”

"Hmmm," Harry grinned, watching Y/N's pouted lips as she studied the menu with intense concentration. "I can't decide between the truffle pasta or the smoked salmon!" she huffed, clearly torn.

"How about this," he offered with a shrug, "I’ll get the smoked salmon, you get the truffle pasta, and we can share? That way you can try both."

She glanced up at him, her brow furrowing slightly. “You don’t want something else?”

He had been planning on ordering the steak and potatoes, but seeing how much this small decision seemed to weigh on her, he didn’t mind changing his mind. The smoked salmon was one of his favourite dishes anyway.

When the waiter came over, Harry confidently placed the order for both of them, which made Y/N visibly relax. She hated the pressure of ordering her own food, so the simple act of him taking charge made her feel instantly at ease.

“We’ll make sure to have your order as a priority, Mr. Styles,” the waiter nodded respectfully before walking away.

Y/N’s eyes widened in surprise. “Wow. They must really like you here.”

Harry chuckled softly, leaning back in his chair. “Didn’t I mention I owned a clothing business?”

“Mhm,” she nodded, “But I thought it was just a boutique or something.” She shrugged, clearly unaware of the scale.

Harry laughed a warm, deep sound that made her stomach flip. “Bambi,” he said, pulling her gently into his side until their cheeks were almost touching, “See that guy’s sweater? That woman’s hat? And that lady’s dress over there?” She nodded everytime he pointed towards them, her heart skipping a beat at their closeness. “We made all of those.”

Her eyes widened in shock. “W-wait, you own Pleasing?”

Harry nodded, a small, proud smile tugging at the corner of his lips. Y/N couldn’t even count how many times she had opened the Pleasing website, scrolling through pages of clothes she desperately wanted but couldn’t afford. And now, she was sitting across from its owner—no, she was on a date with him.

“Mhm,” he hummed, pulling away slightly to gauge her reaction. "Which reminds me, have you given any more thought to the job?"

She had, actually. The idea had been rolling around in her mind ever since he’d mentioned it. "What's the role again?" she asked, trying to sound casual.

"My assistant," Harry replied smoothly. "You’d help with emails, scheduling meetings, running errands—nothing too complicated. Just being my right hand.”

“Wouldn’t that be awkward, though? Since we’re, y’know... dating?”

Harry smirked, catching the implication. "So, there’s going to be a second date?" His teasing tone made her blush. “And if anything, it makes it better. I’d get to see you every day instead of just texting."

“But what about school?” Y/N asked, trying to think practically.

“We’ll figure it out,” he said easily. “Whatever you need. We can make it work.”

“Shouldn’t there be an interview or something?” she quipped, trying to lighten the moment, though her heart was racing.

Harry sighed dramatically, playing along. “Alright. Hello, Miss Y/L/N. Welcome to your official interview for the position of Mr. Styles’ personal assistant.”

Y/N giggled, her nerves easing as she followed his lead. “Well, hello Mr. Styles. Thank you for having me.”

Harry’s lips curled into a smile, his eyes twinkling as he played along. “First question,” he said, leaning closer, their faces now just inches apart. “How do you feel about spending every day with me? Answer carefully—it’s a tough one.”

Y/N couldn’t help but giggle, her cheeks flushing a soft pink. “Well, Mr. Styles, I think I could manage that.”

“Good answer,” he praised, his voice a low rumble that sent a shiver down her spine. “Next question: Can you handle a man who’s very particular about his coffee?”

She tilted her head, raising an eyebrow in playful suspicion. “Are we talking normal particular, or... like, twelve-steps-to-make-a-single-cup particular?”

Harry chuckled, his dimples deepening. “Maybe somewhere in between. But don’t worry, I can teach you.”

Y/N laughed softly, her nerves easing even more. Being around him was easy, natural—like slipping into something familiar and warm. “I think I could handle that.”

"One last question," Harry murmured, leaning in even closer. His gaze flickered to her lips for a brief second before locking back onto her eyes. "How do you feel about sneaking around with your boss?"

Her laughter died down, a trace of seriousness replacing it. She knew the risks—things had to stay professional, no hint of their relationship could slip through especially since Harry would not only be her boss but was the Senior Director and had to have the respect of everyone. But still, she couldn’t resist.

“I think it could be fun,” she whispered, her voice barely audible.

“Good,” He murmured, “I think you’ve passed the test, Bambi,” Y/N noticed how close his lips were to hers, if she moved her face forward they’d be touching, “Any questions?”

. . .

Harry pulled the car up to the curb just outside Y/N’s house, the gentle hum of the engine fading as he switched it off. The street was quiet, the only light coming from the street lamps casting long shadows on the pavement. Inside her house, the windows were dark, and she silently hoped her brothers were already asleep, sparing her the awkwardness of explaining why she wasn’t rushing inside.

The silence between them felt comfortable yet charged, neither making a move to leave. It was as if both of them knew the night shouldn’t end yet, even though it had to at some point. Y/N looked down at her hands, nervously tracing the edge of her coat, stealing glances at Harry every few moments. He seemed deep in thought, his fingers drumming lightly on the steering wheel, but the same hesitation hung in the air between them.

“Thanks for dinner,” she said softly, her voice breaking the silence.

He turned to her, his expression soft but intent, as if weighing every word. “Don’t need t’ thank me Bambi,” he replied, his eyes lingering on her face a moment longer than necessary.

“I wish I didn’t have to go home,” She huffed, looking down at her fingers on her lap.

Harry’s lips curved into a small smile, but there was a seriousness in his eyes. He leaned back in his seat, turning his body slightly toward her. “Y’ want to go back to mine?”

She wanted nothing more, the pain of saying no physically paining her, “M-my brothers... they have school,” she murmured.

“S okay,” He smiled.

The air between them felt thick with unspoken feelings, and she could feel her heart race as the weight of his gaze settled on her. He reached over, gently tucking a stray strand of hair behind her ear, his touch soft.

“Bambi,” he said quietly, his voice suddenly more intimate, like he was laying something important on the table.

She turned to face him fully, her breath catching as his fingers brushed against her cheek, lingering just long enough to make her pulse race. The space between them seemed to vanish, and suddenly, all she could think about was the way his lips would feel against hers.

Neither of them spoke. The tension that had been simmering all evening finally boiled over. Harry’s hand cupped her cheek, and in that quiet moment under the dim streetlights, he leaned in.

The kiss was gentle at first, tentative, like they were both testing the waters. But as soon as their lips touched, a wave of emotion flooded over her, and she couldn’t help but respond. Her hand found its way to the back of his neck, pulling him closer as the kiss deepened, slow and lingering. It wasn’t rushed or hurried—just soft, warm, and full of everything Y/N had been dreaming about for longer than she cared to admit.

When they finally pulled apart, Harry rested his forehead against hers, both of them catching their breath, their lips still tingling from the kiss. His hand lingered on her cheek, as though neither of them was ready to let the moment slip away just yet.

Y/N opened her mouth to say something, maybe to break the silence or make a joke about how long they’d waited for this. But before she could speak, a loud thud startled her. She turned her head, eyes widening as the lights in her house flickered on. And there they were—her brothers, pressed against the living room window, grinning like fools and making exaggerated kissy faces at them.

“Oh my God,” Y/N groaned, mortified. Her face flushed a deep shade of red as she fumbled with her seatbelt. "This is so embarrassing."

She pushed the door open and scrambled out of her seat, grabbing her purse in a flurry of panic. “I am so sorry, Harry. I-I have to go,” she stammered, her words tumbling out in a rush as she awkwardly tried to regain her composure. “Thank you for dinner, a-and the kiss! Oh, and the job too!”

In her haste, her heel caught on a paving stone, and she stumbled slightly, her purse nearly slipping from her hand as she made her way toward the front door.

Harry watched her, his mouth half open, caught between amusement and disbelief. She was flustered, rambling, and absolutely adorable. He couldn't stop the soft chuckle that escaped him as he leaned back in his seat, shaking his head.

"Bambi!" he called out the car window, grinning. “I'll take that as a yes on the job?”

Y/N turned back briefly, her face flushed but her smile shy and genuine. “Yes! Definitely yes!” she called over her shoulder, before hurrying inside, her brothers still laughing from the window.

As she disappeared through the door, Harry chuckled to himself, the warmth from their kiss still lingering. He turned the ignition on, shaking his head in disbelief at how the night had unfolded. It was far from the graceful goodbye he had imagined, but somehow, it felt perfect. He couldn’t stop smiling as he pulled away from the curb.

Yeah, he thought to himself, that definitely meant she was taking the job.

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