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#olderry
cupid-styles · 13 days
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call it fate, call it karma (olderry x alt!y/n)
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in which harry's getting an unfortunate tattoo covered up at the shop y/n works at, they're 12 years apart, and they have big, fat crushes on each other. also, harry hates frappuccinos. 
word count: 10.1k
content warnings: age gap (12 years), harry's kind of an idiot at first, angst (all is solved in the end), smut (daddy kink, p in v penetration, fingering, dirty talk, choking, slight size kink, crying)
masterlist | talk to me
. . .
When Harry was 29, he made a mistake.
Well, maybe not a mistake. Perhaps… a series of poorly thought out decisions. 
It started out when he met May. They were seniors in college and for years, Harry swore it was love at first sight — and with the enthusiasm and dopey, loved up grin he had when he told the story of how they met, May believed him for a long time. It always started the same: He didn’t want to go out that night but his friends begged him, telling him it was his last year in college to party before they went into the real world at full force. Finally, they wore him down enough to the point where Harry agreed, except he felt no desire to drink or smoke once they got to whoever’s house was throwing the get-together. He sat on the couch all night, nursing a warm beer from a plastic red solo cup, waiting for his buddies to decide when they’d had enough so Harry could ensure they got home safe — and then, May Wilkins walked in.
Harry always claimed that it seemed like the weed and cigarette smoke parted the second she entered the room, though he promised to revise the story when they told their future children. As soon as he laid eyes on the clean-cut brunette girl, he insisted that May would be his.
And, by the end of the night, May was his.
In fact, May continued to be his until he was 32 years old. 
For the first few years, it was heaven. People doubted them — they said it was stupid to get into such a serious relationship when graduation was looming, just a few months away, but it only fueled them further. After they received their degrees, they moved in together. The following year, Harry proposed. By 25, they were married.
Within a year of marriage, the fighting started. 
It seemed that they had a problem with everything the other did — if Harry stayed late at work, May was angry and accusing him of cheating on her. If May went out for a girls night with some friends, Harry was calling her at 1 a.m., demanding to know where she was. They didn’t trust one another, and the insecurities ate at them; first slowly, and then all-consumingly. Eventually, May couldn’t even stand to be in the same room as Harry. He started getting tattoos and she hated every single one. Every time he came home with a new one, she rolled her eyes and asked why he couldn’t put that money towards their savings, so they could buy a house in the suburbs like they’d planned to five years prior. 
Harry wasn’t ready to throw in the towel just yet, though. After that, they tried couples counseling. When that ended in a screaming match, they decided to try sleeping in separate beds to put some space between one another. That worked for about three days before May got wine drunk one evening and crawled into his new bed that he purchased for the guest room. By the end of the week, they were back to sharing a mattress again.
And, believe it or not, it’s only then that he made his big mistake. 
He thought maybe May despised his tattoos so much because he had so many for other people — his sister, his mum, his godchildren. Maybe if he got her name inked on his skin, she would see how much he really did love her, despite all the arguing and fighting. 
Except, when he walked through the door to show her that evening, she was so angry that she stayed at her friend’s house that night. 
A week later, May filed for a divorce. 
He was exhausted. He wasn’t sure how they got there, but he knew it was time. There was nothing they could do to save their marriage.
The divorce was settled relatively quickly. Neither of them had much more fight left in them. They split all their assets down the middle and since they didn’t own a house together, Harry offered to move out of their shared apartment and let May live there until the lease was up. She didn’t, though. She broke their lease four months early with a mumbled explanation of not wanting to live there anymore. 
When it was officially over, Harry’s friends took him out to celebrate. An evening of debauchery filled with enough alcohol and drugs to keep Harry satiated for the next decade. 
But that’s when he realized that the hard part was just beginning. 
Divorced life in your early 30s wasn’t easy. He threw himself into his job, but he felt lonely and empty without May by his side. It wasn’t even because he loved her anymore — he’d just spent so many formative years with her that he didn’t know who he was without her. 
For five years, Harry focused on himself. He worked hard, he bought a house, he spent time with his family. He made himself the best son, brother, friend, uncle, and godfather he could be. And at 37, he was mildly content with that — he owned a beautiful home and was at the top of his company. Dating was so far down on his list of priorities that he didn’t even know how people met anymore. His friends encouraged him to join “the apps”, offering to help create a profile for him, but the only girls he dated had been from his years in school. He could admit that he was a little lonely, but the thought of starting over with someone completely new was intimidating and scary. Plus, there was one very big reminder of his past still inked on his arm. 
So, that’s when he came up with his plan: He would cover up his tattoo of May’s name. He’d never gotten a coverup tattoo before but based on his research, they weren’t easy to do. It could take multiple sessions, which he was more than okay with — because, when her name was finally banished from his skin, he would officially throw himself back into the dating pool and try to find someone new.
A month later, he was walking into Jaded Tattoos for his first session. 
. . .
Tuesdays are Y/N’s least favorite days.
When she comes into work on Monday, she at least has some sort of energy. She typically feels semi-refreshed from the weekend and always makes sure to stop for an iced latte on her way into the shop. Plus, Mondays are one of the calmer days at Jaded Tattoos — after all, there weren’t a ton of people coming in to get tattooed on the first day of the workweek.
But Tuesdays are just… icky. Y/N works as the makeshift secretary at the shop, so she manages everyone’s schedules and handles client booking — it would all be terribly boring if she didn’t work at Jaded, but she can get a new tattoo or piercing anytime one of the artists has some down time. Plus, no one ever judges her for the existing art on her skin, which she can’t say about other jobs she’s had in the past.
However, on Tuesdays, for some reason, the shop is always bustling. Clients are always canceling or showing up late (or, worst of all, missing their appointments altogether without saying a word), which in turn makes the artists annoyed. Y/N understands that — it’s annoying and rude, but then the energy in the shop gets all wonky and everyone feels tense and stressed out. Even her mid-afternoon break, when she takes a walk around the block to get herself a coffee and a pastry, isn’t enough to pull her out of the weird mindset. 
She’s just settled into the last part of her day, using the iPad to look through the schedule when a fairly looking clean cut man walks through the door. At first, she assumes he’s lost, but only an idiot would come in without knowing it’s a tattoo shop. He has neatly groomed brunette hair and wears a navy blazer over a white tee-shirt, complete with matching trousers. It makes Y/N involuntarily quirk her eyebrows, a pesky wrinkle appearing between them as she accidentally stares at him. He offers a tight, awkward smile when he walks up to her desk, placing his elbows on the surface. 
“Hi. I have an appointment at 3 with Jan.”
Y/N tries her best not to let her jaw drop. She knows she should really be less judgemental, but based on the slight crows feet wrinkles that creep at the edges of his eyes, this guy has to be nearing his 40s. Was he having some kind of midlife crisis? She supposes it’s possible, but why wouldn’t he just opt for buying a new car or house or something? He looks rich enough. 
“Hello?” 
Y/N realizes that she hasn’t said a single thing since he approached and parts her lips, mumbling out an embarrassed apology as she scrolls on the iPad to look at Jan’s schedule. Sure enough, she’s blocked off from 3 to 4:45 p.m.
“Um, is this your first tattoo?” Y/N asks, cocking her head to the side. Her eyes quickly roam over his body, but most of his skin is covered. There’s a spiel she says with people who are tattoo virgins — making sure they’ve eaten and they’re hydrated and if they’re not, she gives them snacks and water. It was one of the policies she implemented when she started a few years back, and it makes her happy to know that she helps newbies feel more comfortable before getting jabbed with a needle for an hour.
“No,” he chuckles with a shake of his head, “No, sorry. I didn’t mean to laugh. Jan’s helping me with a coverup.”
“Oh, okay. Yeah, Jan is great with those.” she replies as she slides the iPad across to him. “I’m just gonna have you fill out this consent form and some other fun stuff. I’ll let her know you’re here, but my name is Y/N if you have any questions.”
He nods and flashes her a bright smile, and Y/N swears her heart skips a beat. She wonders what tattoo he’s getting covered up. She doesn’t often ask clients what they’re having done unless they decide to talk to her about it. It can be a rather personal experience for some — while she has some completely asinine, ridiculous tattoos herself, she also has a few with meaning, and she would certainly be taken back if someone randomly asked her about them.
Jan is busy getting some sketching done when Y/N gently knocks on her open door. She turns around in her wheely chair and smiles before asking her what’s up. 
“Your 3 p.m. is here,” she says, leaning against the doorframe, “He says you’re covering something up for him?”
“Yup, that’ll be Harry Styles.” Jan replies with an affirmative nod. “We chatted a decent amount through email. Took the guy like, a month before deciding to come in.”
Y/N raises an eyebrow. “What’s he getting done?”
Jan stands from her chair and stretches her back and arms out, revealing a sliver of her tattooed stomach. “Wants his ex-wife’s name covered up. You know how it goes. You can send him in whenever he’s ready, I just need to photocopy some stencils.”
Y/N nods and hopes Jan didn’t catch the way her eyes widened at the mention of an ex-wife. She supposes she shouldn’t be too surprised — she did figure he was on the older side, at least 10 years her age — but is still a bit shocked that someone who looks that wealthy and put together would tattoo his partner’s name on him. Y/N, despite having a plethora of permanent tattoos herself, didn’t believe in any of that. She felt like it was bad luck. Plus, she didn’t see herself ever loving anyone enough to do that. The thought itself made her shudder.
When she returns back to the front, Harry’s drumming his fingers along the surface of her desk and looking around the interior of the shop. He doesn’t look nervous, but she wonders if he is. She’d seen her fair share of grown men pass out or vomit from being under the needle.
“All done?” she asks, pointing to the tablet. He nods. “Cool. You ate before this right? Hydrated and everything?”
Again, Harry nods, but this time a crooked smirk appears on his face. “Yes. This isn’t my first rodeo.”
“Just making sure,” she murmurs, plugging the iPad back in the charger, “Okay, you can follow me to Jan’s workstation.”
“Sure. Just one question — is there a place I can put this?”
Before Y/N has a chance to ask him what he’s talking about, he sheds the blazer he’s wearing to reveal two heavily tattooed, very muscular arms. She has to forcibly prevent her jaw from falling to the floor as her eyes roam over the myriad of black ink that swirls over his tanned skin. There doesn’t seem to be much of a theme, but her tattoos lack coherence, too. She swallows like some kind of lovestruck cartoon character, and when she finally glances at Harry’s face, he has a stupid, cocky smirk on. 
She narrows her eyes. “There’s some jacket hooks by the door.”
“Perfect,” he grins cheerfully. He turns, showcasing a few more scattered designs on the backs of his arms, and places his jacket on one of the hooks. “Now you can stop judging me like I’m some old man going through a midlife crisis.”
This time, Y/N’s jaw really does drop.
“I’m not!” she immediately scrambles, even though they both know it’s a complete lie. “I just— I didn’t see any tattoos and I wanted to make sure you were prepared—”
“Sure, sure,” he cuts her off, pointing to some of the workstations in the back. “Jan’s is back there?”
“Yes, but I really wasn’t judging you, I have a million stupid tattoos myself—”
“Right, but because you’re half my age, it’s fine, right?” 
“That’s not what I thought at all—”
“Have a good rest of your day.”
Y/N’s left standing there, confusion and embarrassment seeping into her bones, as Harry walks over to Jan’s station.
. . .
Exactly one hour and 45 minutes later, Harry leaves the shop.
Y/N spent the entire time nervously straightening up, sweeping the floors and rearranging their supply closet, trying to decide on what she would say to him when he walked by. She wanted to apologize, especially because she hoped he didn’t say anything to Jan. A client had never complained about her — not once in her three years of working at Jaded, and it would ruin her to know that somebody had a poor experience because of her. 
Instead, she chickened out and watched him grab his jacket off the hook. Like every tattoo client leaving, he had a clear piece of film wrap stuck to the inside of his left arm. She wished she could see Jan’s work. 
A few minutes later, Jan is heading out, too. 
“Don’t stay too late tonight, Y/N. The needles and ink can get sorted tomorrow.” she says, nudging her chin the direction of the closet she’s currently busying herself with. Y/N hums and peeks her head out.
“How was the coverup?” she tries her best to make her voice seem nonchalant, as if she’s sincerely curious in how it went as opposed to finding out if he made any mean comments about the nosy girl in the front.
“Fine,” Jan shrugs as she pulls her car keys from her tote bag, “We didn’t get too far. He’ll be coming in for the next three or four weeks. It’ll take some time to cover that shit up. I’ll see you tomorrow though, yeah?”
Y/N nods robotically and forces out a “get home safe!”. 
Three to four weeks?
Harry Styles is going to be the death of her. She’s sure of it.
. . .
The following Tuesday, Y/N has a plan. 
When she arrives to work that day, she double checks the schedule to ensure she hasn’t been driving herself insane for a week over nothing (and maybe she has, considering her brain has been a hamster wheel of overthinking a man who uttered a few snarky sentences to her). Sure enough, Harry Styles is scheduled to come in for his second session of covering up his tattoo at 3 p.m. sharp.
Here’s what she decides to do: She’s going to dig her Doc Marten-clad heels into the (metaphorical) ground and politely but assertively tell this Harry Styles that it wasn’t very kind of him to assume she was judging him. After all, isn’t that more judgemental on his end? He had been acting like a classic, wealthy, powerful man, asserting his so-called power over a young woman who was simply trying to make his tattoo experience as seamless as possible. What a dick! 
It goes without saying that when he shows up at Jaded at 2:45 p.m., her eyes automatically narrow his form. She’s slightly hopped up on caffeine (she’ll admit, she’s been waiting for this moment all day). She doesn’t even allow herself to to assess his outfit today, which consists of another white tank top, a dark gray blazer, and a pair of matching trousers. It’s similar to what he arrived in last week — all business and ridiculous and stupid, she thinks, especially in comparison to her cutoff denim shorts, vintage band tee-shirt, and platform shoes. 
“Hi Harry,” she says, greeting him with a fake, rage-filled smile, “Do you have a moment to chat before your appointment?”
Harry raises his eyebrows, almost as if he’s surprised that she’s even speaking to him to begin with.
“Sure.”
Y/N nods and stands from the front desk, motioning for him to head outside. He does and she follows him, immediately crossing her arms over his chest the second they’re no longer within earshot distance of the shop.
Instantly, a stormy look comes over her face and she flares her nostrils. “Last week when you accused me of judging you for going through a midlife crisis? Yeah, that wasn’t cool. You can’t just do that to people. I get it, you’re a privileged guy who’s used to getting whatever you want in life, but I’m here to put my foot down and tell you that it wasn’t nice. It actually really hurt my feelings! And, you know what, why does it even matter what—”
“You’re right.”
Y/N’s head snaps up. 
“What?”
Harry shrugs and stuffs his hands in his pants pockets. “You’re completely right. The second I left, I felt awful. I wanted to say something when I was leaving, but I felt it was better to give you your distance.” 
Confused, she fumbles over her words, forgetting where she was in her speech. She clears her throat and nods curtly. 
“Yeah. You should feel awful.”
A small smile appears on his lips. “I do. I even brought you a cookie from my favorite bakery by my office building.”
“Really?” she asks, raising her eyebrows. 
Harry nods and digs into the work bag on his shoulder. Sure enough, he produces a cookie that’s the size of Y/N’s face. She recognizes the sticker on the wrapping as a bakery that’s downtown — she’ll order pastries and snacks from there for the staff sometimes, but it’s usually too expensive and far away for her to treat them. She accepts it from him, but not before she peers up at him with narrowed eyes.
“What kind is it?” she questions, as if it’s a test.
“Raspberry white chocolate,” he answers. “I didn’t know what you like, obviously, so I went with my favorite. I hope that’s okay.”
She won’t tell him that that’s also her favorite, but she offers him a short nod of approval. She swallows tightly as she looks back up at the taller man. “Thank you for the apology cookie. Do you wanna share it with me?”
The edges of his lips curl up into a grin. “Sure. I have some time to spare before my session.”
Y/N digs into the bag and retrieves the cookie, breaking it in half. She hands a piece to Harry, who murmurs out a soft thank you. Together, they stand outside the shop in silence, each nibbling on their half of the cookie. After a few moments of quiet, Y/N sneaks a glance at his tattoo. Jan was right — they haven’t gotten very far in covering it up since she can still clearly read the three letters that spell out MAY.
Harry must have followed her gaze because he glimpses down at her. “Do you guys get a lot of people covering up dumb tattoos?”
She does her best not to choke on the bit of cookie in her mouth. 
“Um, I mean, some people end up regretting… certain things they get,” she replies, stumbling over her words. “You’re, um, definitely not the first to… y’know. Get their partner’s name done.”
He chuckles, but it seems more humorless than anything. “Yeah. Stupid mistake for sure.”
Y/N shrugs her shoulders. “It can’t be that stupid if you learned something from it.”
“What do you mean?”
She swallows the rest of her cookie and leans back against the cool, brick wall of the shop. It feels nice in comparison to the rising temperatures outside. Now that they’re slowly dipping into warmer climates, she finds herself appreciating small instances of cooling down, like an air conditioned coffee shop or the evening draft when the sun’s gone down.
“We all make mistakes or decisions that don’t end up working out. You’re certainly not the first person to get divorced or even get their significant other’s name tattooed,” she explains. “But did you get anything out of the process? Did you learn anything from it?”
Harry thinks for a moment. He hadn’t really considered that — not in the five years since he and May made their divorce official. It was a shitty experience from start to finish, that much was apparent. But when he ponders whether or not anything decent came out of it, he wonders if she has a point. 
“I mean, I guess I did. I don’t think I would be where I am, standing here now, if it hadn’t happened.”
She hums. “It wasn’t a complete waste then.”
He shrugs. “I guess not.”
Y/N pulls her phone from the pocket of her shorts and glances at the time. 2:58 p.m.
“We should probably head back inside. Your appointment’s starting soon,” she says, straightening out her posture. “Thank you again for the cookie.”
“Sure,” Harry nods. “Thanks for the advice.”
She shoots him the smallest of bashful smiles in response.
. . .
The following Tuesday, Y/N feels far less intimidated about seeing Harry. 
In a weird way, she’s actually looking forward to his 3 p.m. appointment. He’s way more talkative than some of the other clients that come in, and she’d be lying if she said his little cookie stunt from last week hadn’t placed him in her good graces. She also felt as though it was a crime not to acknowledge how attractive he was — she’d noticed it from the first moment he stepped into the shop, but now that they were on better terms, she was more open to recognizing it. Beyond the plethora of tattoos that covered his skin, he didn’t look much like other people Y/N had gone after in the past — not that she was going after him in any way. 
Her exes consisted of a rough roster of less than satisfactory partners: There was Declan, who she dated in college, but they broke up after he got kicked out for doing stick-and-poke tattoos in his dorm room. After that was Alice, but it turned out she was just using Y/N to figure out her sexuality and, after three months of dating, decided she didn’t like going down on girls. Lastly and most recently there was Jonathan, who had so many tattoos he lost count. He had big dreams of becoming either a professional skateboarder or a drummer in a punk band, but he didn’t own a bed frame so his mattress took permanent real estate on the dirty, hardwood floor of his loft, and he was constantly sending Y/N Venmo requests for money with captions like “pls babe haven’t eaten in 2 days.” (It’s safe to say that all of those relationships ended for good reasons.)
While she didn’t have any plans to approach Harry romantically, there was something about him that piqued her interest. Well, maybe it was multiple somethings. For one, he was 12 years older than her. She’d never thought about dating someone that much older, but she happened to sneak a glance at his consent form to see his date of birth just out of plain — and legal — curiosity. Harry seemed to have his life together. Every time he came to the shop, he was coming straight from work in what appeared to be a put-together, expensive suit. He always tipped Jan well (30% for each session — Y/N knows because she did the math) and he was kind to all the artists, even if he’d never spoken to them before. And, she had to admit that the communication and vulnerability he offered last week had been a stark change from the treatment she was used to. 
Yeah, so maybe she had an eensy, tiny, miniscule crush on Harry. But she’s sure it’ll fade away once he’s finished with his coverup — he only has two sessions left, anyway. How much damage could be done in that small of a timeframe? 
. . .
“Y/N, I need you to postpone Harry’s session today!” 
Jan’s haphazardly running around and grabbing her things, mumbling out nonsense as she looks for her car keys. Confused, Y/N gets up from her seat at the front desk. 
“Is everything okay?” she calls out as she walks over to the jacket closet, grabbing Jan’s keyring off the hook. Shutting the door behind her, she finds Jan scrambling through her office. When her eyes flit up to see the keys in Y/N’s hand, her eyebrows relax as she grabs them. 
“Not really,” she mutters, yanking her phone out of her pocket, “You know that girl I’ve been seeing? Lizzy? She was at my place with my dogs today and apparently one of them must’ve eaten something bad because now they won’t stop throwing up. I’m meeting her at the vet downtown. Tell Harry I’m really sorry, okay?”
Jan is gone in a flash, running down the sidewalk to get in her car. Y/N can’t blame her — her dogs are her entire life, so her stomach sinks as she thinks about something bad happening to them. She makes a mental note to text her and check in with her later, but not before she messages Harry to let him know that his appointment is canceled.
When she heads back to her desk, she brings up Harry’s digital paperwork to retrieve his number. They don’t have a phone specifically for the shop, so she has to text him from her personal number, which makes her heart beat a little too quickly for her own good. She nibbles on her bottom lip as she types out a message: Hey Harry, this is Y/N from Jaded. I’m just texting to let you know that Jan had an emergency and can’t tattoo you this afternoon. She’s really sorry about the inconvenience. 
She places her locked phone down on the dark mahogany of the desk and tries to ignore the pit of disappointment that settles in her stomach. Had she spent a few extra minutes primping her appearance this morning in preparation to see him? Maybe, and there’s a teensy, tiny part of her that despises herself for it. Harry doesn’t want anything to do with her. She’s 12 years his junior and she’s nothing more than the nice receptionist at the tattoo shop he’s getting a piece done at. 
With a self-deprecating sigh, she picks at her fingernails when her phone lights up. She reads Harry’s name across the screen and assumes he’s probably responded with something kind and unassuming; something that will make her heart beat embarrassingly fast in her chest. 
That’s okay. Thanks for the heads up. 
Are you still at the shop? Maybe we can get together instead.
Y/N’s eyes are the size of saucers as she quickly replies: okay! Where should we meet?
. . .
Harry chooses a coffee shop that’s within walking distance of Jaded. He’s never been there before but each week he noticed Y/N sipping on iced drinks with the name of the cafe sprawled across the cup, so he figured she must like it.
It’s been a long while since a girl has been Harry nervous, and he’s somewhat surprised that she comes wrapped up in a body with sprawling tattoos and piercings, always in cute skirts and platform Doc Martens. She’s sweet — he likes that her shoes are so heavy that he can hear her walking before he sees her and that she fiddles with her nose ring when she’s bored. He likes that her wardrobe is a rotation of baggy band tee-shirts and black jeans or plaid skirts, that her soft, smooth hands are covered in nonsensical designs that likely have stories similar to his — a friend with a tattoo gun, a boring Tuesday afternoon. She’s nothing that Harry has ever been attracted to and yet, she’s everything he wants.
He’s made careful efforts not to put her on a pedestal. At first, he wasn’t sure if he was just horny and depraved — I mean, what kind of guy would walk into the shop and not drool over the pretty, young girl working the front? And while he’s not entirely proud of what he did next, he found it to be a necessary next step: He sorted through his rolodex of hookups, texted his most foolproof girl (a tall, leggy brunette who modeled on the side), and invited her over. 
It turns out, Harry could only come when he pretended she was Y/N. 
In hindsight, it made him feel gross and icky; lusting over a girl who’s certainly at least 10 years younger. It’s why he forces himself to try — if she rejects him, he can move on with his life and find someone more age-appropriate. 
But she doesn’t. In fact, she replies within a minute and asks where she should meet him.
It’s how Harry ends up clutching a small Americano in his hand, sitting in a back booth at Buzzybee Cafe.
He’s nibbling on his bottom lip, nervous and jumpy, keeping his eyes glued on the front entrance. Every now and then, he’ll glimpse down at his phone on the table to check the time. He halfway expects her to text and let him know that she’s not coming — an understandable and believable excuse about getting busy at work or, Harry doesn’t know, maybe not wanting to meet up with someone who’s older. Why would she? She’s capable of getting nearly anyone she wants in this world, she’s pretty and funny and smart and stands up for herself and—
“Hey, Harry.”
His spiraling thoughts come to a screeching halt when he glances up to see the object of his affection standing over him with a small, timid smile on her lips. He blinks, somewhat surprised that she’s there. 
In front of him. 
And he hasn’t said a thing yet. 
“Hey,” Harry finally forces out, his throat bobbing as he swallows nervously, “You made it.”
“Of course!” her eyes light up and he feels his heart thump noisily in his chest, “What’d you get to drink? Do you need anything?”
“Just an Americano,” he answers, trying not to feel lame about his boring drink choice. Y/N wrinkles her face in response. 
“You would be one of those manly ‘I-only-drink-espresso-and-black-coffee’ kind of guys, wouldn’t you?” 
She says it with a teasing smile and it offers him permission for a small scoff to leave his throat followed by a joking roll of the eyes. 
“What, was I supposed to get one of those sugary drinks you always seem to get?” he fires back, making Y/N’s eyes widen.
“They’re not that bad!” she exclaims through plush, lipstick-stained lips, “Here, now I’m gonna order one and make you try it. You’ve dug your grave, Styles!”
She’s turning on her Doc Marten-clad foot to order before Harry has the chance to offer to pay for her order. That had been the plan, but like most things about Y/N, he realizes, those pre-decided upon strategies get tossed out the window the second she pops up. It makes Harry jiggle his leg beneath the table, both as an expression of unfamiliar excitement and nervousness. 
She returns to their table with some sort of coffee-hued concoction with whipped cream piled high. It makes Harry’s nose crinkle, and he doesn’t notice that Y/N smiles at the way his skin ripples underneath the cute expression. 
“Okay, since you were kind of a dick to me the day we met, you have no choice but to try it.” 
Harry’s eyes instantly form into rounded saucers, apologies quick to make it to the tip of his tongue. Before he can start, she puts her hand up. 
“I don’t care about it now, you’ve already apologized for it. But the only way for us to move on is if you try my white mocha frappé.”
“Y/N,” Harry sighs. He scoots his elbows forward and peers up at her. “What the fuck is a frappé?”
She giggles before wrapping her lips around the straw, taking a hearty sip of the drink, “It’s like a blended coffee. It’s my go-to when I’m having a shit day.”
“You drink this when you’re having a bad day?” Harry asks as she pushes the cup in his direction. “You don’t think this will fuck your stomach up enough to absolutely ruin your day?”
“No, because it’s a fun treat. And a little treat will brighten up anyone’s day.”
Y/N answers his question like it’s plain and simple science. He wants to continue on about the sugar content, how this is likely a heart attack neatly compiled into a 16-ounce cup, but he can’t — not when he looks at her and she stares back with an expectant expression, waiting for him to take a sip.
“Fine,” he mumbles, flexing his fingers to wrap them around the cold plastic cup, “But promise you won’t bring up my… shortcomings anymore?”
Y/N grins. “Scout’s honor.”
It tastes exactly how Harry expected — sugary, way too sweet, and slightly nauseating. But when he sees that puppy-like look of excitement painted over her face, he can’t help but let out a quiet laugh and shake his head. 
“See? That wasn’t too bad.” Y/N replies as she takes her drink back. 
“No,” not when you look at me like that, “Not at all.”
. . . 
Harry and Y/N sit tucked away in their booth at Buzzybee for far too long.
It’s easy to talk to her, Harry finds. She’s receptive and kind and lets him finish his stories without interrupting. She doesn’t judge him for his divorce, not even when he tells her that he played just as much of a part in ruining his marriage as May did. He tells her about his job as a museum curator, his affinity for playing tennis on the weekends, his six year-long trek with veganism, and his secret passion for hunting down vintage band tee-shirts from the 1970s and ‘80s. 
Y/N isn’t ashamed to reveal just as much which, if she’s being honest, is quite uncharacteristic for her. It typically takes weeks, if not months for her to completely warm up to a person and start telling them about her hobbies, family dynamic, and the time her grandma cried when she realized she got her nose pierced. She tells him about how much she loves playing cozy video games on her Nintendo Switch, the myriad of plants and greenery that decorate her loft apartment, and how she actually started working at Jaded to become a tattoo apprentice, but ended up falling in love with working the front instead.
By the time the cafe is closing up and the nice employees are now glaring at them, silently pleading that they leave, Harry feels like he’s known Y/N for a million years. In some weird way, he doesn’t know how he’s gone this long without her bright smile and saccharine laughter in his life. It’s all he can think about as they throw their empty cups away and slowly stroll down the sidewalk, back in the direction of the tattoo shop. He doesn’t mean to be lost in his thoughts as 
Y/N chatters on about the latest game she’s been playing in her down time, but he can’t ignore the small shining pit of happiness that’s glowing deep in his belly right now. He’s missed this — this hopeful feeling with the promise of someone special on the other end. 
It’s all he can think about as they approach Y/N’s car and, when she turns to face him to say goodbye, he’s already blurting the words out without a second thought.
“Will you go on a date with me?”
She blinks, parting her plush lips as her tongue peeks over the ridges of her two front teeth. “Oh… I thought— this wasn’t a date?”
Harry’s eyes widen, “Oh! I mean— it could if you wanted it to be. I just— I didn’t ask you beforehand and I’d want to do that. And pay for you and all that.”
“I’m sorry if I misunderstood, I just thought— I don’t know what I thought—”
“No, you were right, I was just being dumb—”
“No, no!” Y/N shakes her head and the smile that edges at her lips makes Harry’s chest pulse with relief. “We’re both being silly, I think. I would love to go on a date with you, though.”
“Yeah?” he asks, the slight disbelief apparent in his voice, “Are you free this weekend?”
She nods with a small smile.
“How about Saturday? You can come over and I’ll cook you dinner?”
She has to bite her lip to hide the growing grin on her lips. “Okay. I’ll see you Saturday.”
He watches as she starts her car and pulls away from the curb to make sure she’s safe on her way home.
. . .
On Saturday evening, Y/N shows up to Harry’s house. She wears her favorite black midi dress and matches them with a pair of clunky boots. When she arrives, the smile that encompasses Harry’s face makes her chest glow. 
He’d texted her earlier that day to make sure she didn’t have any dietary restrictions and made them a delicious pasta dinner. Afterwards, they cuddle on the couch, Y/N’s heart thrumming quickly in her chest at the close proximity. When it’s finally time for her to go home, Harry seals the deal by smearing his lips against hers. It’s warm and soft and his large palms splay over her hips as she wraps her arms around him, gently playing with the curls at the nape of his neck.
By the time she gets home that evening (texting Harry to let him know she got back safely, per his request), they both know they’re head over heels for one another. 
. . .
Perhaps quite predictably, Harry and Y/N start seeing each other more regularly after that first afternoon at Buzzybee Cafe. It’s slow at first — Harry’s nervous about scaring her away, so he sets boundaries with himself, only pledging to text her a few times a week. She’s receptive, though, and he’s thrilled that her messages start coming in more often: Sometimes pictures of dogs that come in with clients to the shop, other times it’s memes that remind her of him. (She’ll sometimes have to explain them to him because he, embarrassingly enough, doesn’t always understand.) Weeks of casual texting complimented by his weekly appointments with Jan tumble into daily good morning texts accompanied by selfies and outfit shots. When his tattoo of his ex-wife’s name is finally covered up by a detailed illustration of a sailing ship, he’s anxious in his realization that he’ll have to come up with new ways to regularly see her, but she’s already two steps ahead of him with an invitation to their second (official, third unofficial) date for the upcoming weekend. 
The rest is somewhat history. 
Well, sort of.
It’s a month and a half in when Harry asks Y/N to accompany him to a work event at some smarmy art museum in the city. His office had had a huge hand in sourcing the pieces and there were a ton of donors involved, so the museum’s director was throwing some type of soiree to celebrate the opening. Inviting Y/N as his plus one was a no-brainer — call him old fashioned, but he had plans to ask her to be his girlfriend sometime soon. He wanted to make it special, though, maybe with a candlelit dinner at her favorite Thai restaurant or a well thought-out picnic in the park they loved to walk through on the weekends. 
“This isn’t, like, on the level of the Met Gala or something, is it?” Y/N asks that evening as she swipes a q-tip beneath the sharp cat eye of her eyeliner. Harry snorts and shakes his head from his spot in the doorway, where he watches as she diligently finishes up her eye makeup. He’d picked her up from work and eaten an early dinner together before they planned to head out to the museum. 
“It’s really not a big deal, it’s just a small event with a bunch of snooty art people,” Harry replies nonchalantly, crossing his arms over his chest. He’s wearing a fashionable set tonight, consisting of a powder blue undershirt and a navy blazer with matching trousers. As usual, his fingers don their usual jewelry. When Y/N saw what he was wearing, she’d wanted to match him, but she didn’t have any dresses in her closet that weren’t black. He insisted that it was fine, but there was a teensy sliver of her that felt bad about it. 
“How snooty?”
He thinks for a moment. “I mean, no one will be mean to you if that’s what you’re worried about. I’d never let that happen anyway.”
She ignores the way her cheeks warm as she sweeps some bronzer over the structure of her face. 
“It’ll be fine, baby,” he murmurs, coming up from behind her. He knows better than to disturb her while she’s doing her makeup, so he waits for her movements to still before he drops a kiss to the top of her head. Her heart stutters at the pet name. “Almost done, yeah? We gotta leave soon.”
“Mhmm,” she nods, picking up her freshly sharpened lip liner, “Just gotta do my lips and put my dress on and we’re good.”
“I don’t know why you’re putting lipstick on when I’m not gonna be able to keep my mouth off yours all night.” he instantly fires back as he issues a squeeze to her waistline. Y/N squeals and bats him away, eager for some peace from Harry’s playful teasing. He chuckles, presses a kiss to her temple, and murmurs out something about calling the Uber as he leaves the bathroom. 
Y/N has to force the smile off her face so she can finish applying her lip liner.
. . .
Apparently, when Harry meant “snooty”, he really meant to say, “the most annoying, judgemental, snobby people on planet Earth”. 
From the second Harry and Y/N had stepped into the museum that evening, she was on the receiving end of horrified stares. From the colorful ink that decorated her arms to her arm being threaded through Harry’s, it seemed like everyone had something to gawk at. Truthfully, she was used to people looking at her — not in an arrogant, “pick me” kind of way, but in the way where she understood she had tons of tattoos that some people liked and others hated. 
But the snide eyes weren’t just because of her ink, and she knows that. It’s because she’s here with Harry.
Harry, who knows nearly everyone at this event.
Harry, who’s apparently one of the most high up curators at his job and Y/N had no idea.
Harry, who’s capable of rubbing elbows with even the rudest of people while Y/N just stands there, unsure of what to say, because when the first person asked her what she does for work and she said “I work at a tattoo shop”, they replied with a simple, disgusted, “oh.”
She feels like an idiot.
She feels small.
She feels judged.
And the person she came here with is doing nothing, aside from the occasional grimace when the conversation finally ends.
Y/N’s last straw comes in the form of one of the museum’s assistant directors, who comes over to thank Harry once again for all of his hard work. When her eyes dart to Y/N, who has one hand curled around yet another glass of fizzy champagne, they widen and pingpong back to Harry. 
“Harry, you didn’t tell me you had a daughter!” she exclaims as her lips stretch into a huge grin. Immediately, Y/N’s arm drops from Harry’s and she swallows as bile begins to build in her throat.
“Oh— Gwen, no, this isn’t— t-this isn’t my daughter,” Harry stutters nervously, blinking as he watches the horrified look in Y/N’s eyes. “Um, this is Y/N. We’ve been seeing each other.”
Gwen’s eyebrows raise, “Oh, my mistake. Apologies to you both. I just assumed Harry would spend his time with someone a bit more… savory.” her gaze flits back to Harry. “You must understand.”
Y/N doesn’t allow herself to hear Harry’s response. She knows he’s too kind and professional to chew her up and spit her out the way she wants him to. Instead, she simply slams her glass down on the nearest waiter’s tray, turns around, and rushes out of the building. 
The words continue to replay in her head as tears flood her vision. All she wants to do is go home. She never should have entertained this relationship — who does she think she is? Someone a bit more… savory.
You didn’t tell me you had a daughter!
You must understand.
Fat, salty slip down her cheeks as she walks outside, her platform heels clicking against the concrete sidewalk. She doesn’t know where she’s going, instead just picking a direction and walking in it as she uses the back of her hand to wipe the wetness away.
You must understand. 
You must understand.
You must understand.
Because everyone, including Y/N now, gets it — she doesn’t fit in to Harry’s world. She never has and she never will, and it was pathetic for either of them to think she ever would. 
Gripping her silky dress in her hands, she continues walking as far as she can get from the museum. As her vision begins to clear, she makes half-baked decisions: She’ll order an Uber when the distance from Harry is decent enough to feel comfortable. She’ll block his number. She won’t even care to pick up any of the clothing she’s left at his house, and she’ll simply throw away the few tee-shirts and sweatshirts he’s left at hers. 
She doesn’t know how long she’s been walking but she’s ripped from her thoughts when she hears loud calls of her name. She recognizes the voice — how couldn’t she, not when he’s the only person that’s seeped through her psyche and into cotton candy tufts of her dreamland — and tries to quicken her pace. She mentally curses the heels on her feet, sniffling as she begins to limp from the pain of the high platforms.
“Y/N, please! Stop!” 
The sound of his shouts only makes her eyes blur with tears once again and suddenly, the tall figure is beside her, panting and breathing loudly. He wraps a careful arm around her shoulders as he matches her slow pace and shushes her, caroling them over to the side in front of a business that’s already closed for the night. Through weepy eyes, she can hardly make out his face, but she can tell it’s Harry just from his touch and scent alone. 
“Baby, please,” he says, slowly smoothing his hand down her back. It’s comforting and she wishes it wasn’t. “You have to breathe, honey. C’mon, inhale and exhale.”
Y/N’s brain is a wash of noisy static so she welcomes the direction, quickly abandoning her plans to remove herself from Harry’s life. It helps that he’s reminding her of how to do the most basic of human functions, guiding her in slow, deep breaths that start to regulate her speeding heart. 
“There you go, sweetheart. You’re doing so good.” 
When she finally manages a glimpse up at him, his eyes are bleary and red-rimmed. She finds it difficult to believe that he would’ve been crying over her, too, so she quickly blinks and looks away. 
“What happened back there?” Harry asks, his throat bobbing with a swallow, “I know that was weird, but why did you run? Why couldn’t you have talked to me?”
Y/N can’t fight the scoff that forces itself free from her chest. “All night, people were staring at me like I was some kind of alien. As if my tattoos weren’t enough of a reason to gawk, they were looking at me like I didn’t even deserve to be standing next to you. I felt pathetic, Harry. I just— I don’t fit in with this lifestyle and I think it’s better if we just… just leave it.”
“What lifestyle?” Harry demands as his eyebrows thicken with anger, “I’m not like them, you know that—”
“I don’t want to go places and have people think I’m your daughter, Harry!” she yells with wide eyes, “I don’t want to be looked down upon if we go to a work thing for you! People acted like I was your fucking sugar baby. Do you know how demeaning that is?”
“And do you realize how disgusting that makes me feel?” he seethes. “Bringing someone 12 years younger than me? Being in love with someone who wasn’t even around for the first part of my life?”
“You don’t mean that,” Y/N breathes, shaking her head in angry dismissal. “You’re just saying that.”
Harry takes a hesitant step closer and reaches out to cradle her elbow. “Yes, I do. I would never lie to you, Y/N. But I love you— I love you so much that it’s killing me that you would ever think you don’t have a place in my life.”
“I don’t, Harry—”
“You do,” he cuts her off and reaches to take her hands in his palms, squishing her cheeks together. “I don’t give a fuck what anyone else says or thinks. I don’t care what they think of us. I love you, Y/N. I want you in my life.”
Y/N swallows harshly. She can’t escape his locked-in gaze, but she doesn’t want to. It’s all she needed, even if she didn’t realize it until now — the verbalization that he wants her there. And that’s enough. 
“Okay,” she whispers, nodding her head in his grasp. His eyes widen. “Okay. I want to be in your life, too.”
“You promise?” 
A small smile curls at the edges of her lips. “I promise,” she says, leaning forward to press a light kiss to his lips. “Take me home now, please.”
. . .
The second Harry and Y/N walk through the doorway of his place, it’s a blurry scene of spit swollen lips, wet kisses, and sprawling touches. 
Harry imagined their first time being far more romantic than this, but he doesn’t care. Neither of them do. Now, more than ever, they need each other. 
The air is thick with tension when Harry momentarily breaks their kiss only to shed Y/N of the straps on her shoulders. He gently tugs them down to her shoulders before slowly traveling down her body, sliding his large palms over the silky fabric of her dress to meet her platform heels, where he diligently unbuckles them and slips them off her feet. 
“Thank you,” she breathes, watching as he gets back up from his knees. He hums and cups her chin with his fingers, bringing her closer to lightly kiss her lips. 
“I want to show you that you’re not making a mistake,” he whispers as he gently leans his forehead up against hers. “That giving me a chance is something you won’t regret.”
Immediately she shakes her head. Despite the close view of her face, Harry can tell her eyebrows knit together; a familiar furrow whenever she’s particularly determined. 
“I know it’s not. You don’t have to show me anything.”
He notices that her fingers shake as she brings them up to his neck, winding them around to the back of his head. He swallows, allowing her the space to experiment, both verbally and physically. 
And then: “I love you, Harry.”
At first, he doesn’t say anything. His heart races and his chest feels warm as he blinks, repeating the words in his brain. 
Finally, raspberry lips part. 
“You don’t have to say that just because I said it,” he murmurs, thumbing over the apple of her cheek. “We can go slow. There’s no pressure.”
“I know,” she nods, “I know. But I do. I love you so much.”
A pause. 
“I love you,” Harry says, sliding his hands down the curves of her sides and to her waist. “Fuck, I love you, Y/N.”
“Don’t stop saying it.” she whispers. His fingers dip below the material of her dress and she swallows when he finds the bare skin of her hips. Exhaling shakily, she allows him to pull her lacey underwear down over the bend of her bum, letting them pool uselessly at her feet. 
“I love you.” he says again, his hands suddenly at her wrists. He uses his gentle grasp to lift her arms up so he can push the dress up and over her body, leaving her in just the strapless bra she’d fit herself into for the evening. Just as quickly, his skilled fingers pop the clasp open, and they’re in a futile pool of Y/N’s clothes while Harry stands before her, still in his navy blue ensemble. 
It’s a vulnerable place to be but she doesn’t hate it — not when he stares at her with soft eyes, dragging his gaze up and down the expanse of her form. She wants to cover herself, but she doesn’t. Instead, she reaches forward and thumbs open the button of his blazer before sliding the fabric off his torso. Just as he did to her, he watches as she slowly sheds him of his shirt, then his trousers, and finally, his briefs. 
His cock is thick and long and Y/N’s hand immediately loops around it the second it slaps up against his lower belly. He hisses and grabs her hips, pressing blunt fingernails into the soft skin as he pushes her back against the couch. All too flawlessly, he’s now given himself the upper hand, hovering over her naked body, his biceps bulging as he keeps himself up. 
“Please,” she says breathily, “I want you. No teasing.”
Harry huffs out a guttural chuckle as he begins to plant kisses along her collarbones and down to her chest, landing just above her belly button. 
“I’m big,” he murmurs into her skin. “‘M not trying to tease. Just don’t want to hurt you.”
“I can do it,” Y/N insists, her voice growing whiney with need. “Don’t wanna wait any longer.”
"You're cute when you beg." Harry mumbles out in response as his lips curve into a smirk. Her jaw drops a smidge, prepared to respond, but he quickly stretches over her body to press his lips to hers again. Just as it was the moment they came home, the kiss is frantic and driven with energy, filled with tension and electricity. Harry catches each of her noisy whimpers with his lips, a groan of his own on the verge of tumbling out. He feels her squeeze her thighs together and assumes it’s an attempt to relieve some of the pressure building in her core, making his cock continue to swell between their bodies. If he wanted to, he knows he could get them off just like this — him grinding against the soft skin of her stomach while he dips a few fingers into her sopping pussy. But they both need more than that.
Again, he breaks this kiss, this time resulting in a rather frustrated Y/N. Her lips are slicked with spit and swollen from the frenzied kissing, his likely appearing the same.
"Is this okay?"
"Yes," she breathes, nodding her head like a bobblehead, "Yes, I want you. Please."
"You want me?" he teases, and she has to resist rolling her eyes at the sudden uptick of arrogance. "That's awfully forward of you. What happened to my sweet good girl?"
"I'm still here," she whines, "Harry, please, you're— you're being mean, you know what I want."
He ducks under her jaw to press soft kisses along her neck, gently sucking at spots of skin. Light splotches appear from the welcomed assault, ensuring that they remember this long after it’s over. She instantly weaves her painted fingernails into his curly hair.
"Tell me what you want." Harry demands, placing his hands on either side of her head. He keeps his palms flush against the throw pillow, caging her in. Her face begins to flush and her lips flutter over the words, so he leans down to brush his nose against hers; a reminder that she’s safe. "Go ahead, bun."
"I want you to fuck me," she mumbles, her bottom lip nearly quivering with need. She looks like she could cry all over again — only this time, for good reasons.
He reaches his hand up to her mouth, jutting his thumb out to pull at her lip. Immediately responsive, she parts her lips, making him smile as he pushes his finger inside. She sucks at it lightly.
"You're so good. So cute, so good," he says softly, watching her. "I want you just as bad, sweet girl. Y'sure you're ready for my cock? I haven't even seen your pretty pussy yet—"
"Shut up," she mutters out, his thumb laying heavy on her tongue. "I can take it. Promise.” He lets out a laugh at her sudden boldness. He removes his finger from her mouth, mumbling out a greedy girl as he leans down to wrap his lips around a nipple, moving his hand down to her mound. 
At risk of her snapping at him again, he presses a thumb to her clit, applying just enough pressure to make her gasp. He begins to circle his thumb tightly, her muscles suddenly tightening underneath his grasp. Selfishly, he takes joy in watching her slowly crumble underneath him, her soft whimpers growing into moans when he dips his finger further down, circling her hole once, twice, before dipping in.
"H," she whined, her eyes screwed shut."What, bunny?"
"I— please, need your cock, no more teasing."
He stills his fingers inside of her, gently pulling them out. On any other day, maybe he would have persisted with the slow burn of pleasure, but he’s feeling just as desperate as her. He wraps his fist around the head of his cock, using strings of her arousal to slowly pump, relieving some of the built up pressure.
"Y'still good, baby?" he asks, resisting the groan at the tip of his tongue.
"Yes, daddy."
His head snaps up to see an arrogant smirk painted on her features. "Are you gonna fuck me now?"
This time, he finally does let out a moan.
Shuffling his knees forward, he rubs his cock against her core, painting the tip from her clit to her hole, up and down, until she wiggles her hips down. He smirks as she lets out a pathetic whine. Slowly, he pushes forward, the tip of my cock instantly encased by her tight walls. He hisses at the feeling and reaches down to grab her hip, his hand gripping her skin tightly.
"More," she chokes, nodding her head eagerly, "Please, more, daddy."
Once he knows that she’s not in any pain from the intrusion, he keeps going until his hips are flush against her warm skin, his cock buried deep inside of her. Her plush lips form a soft 'o' as she reaches forward to rake her nails down my chest, a silent plea to move.
"You feel so fucking good, bunny," he mutters out as he begins to snap my hips, slowly building a steady pace. He’s careful not to push her too quickly, but the fear of coming too fast is consistent in his brain. Despite sleeping with his fair share of people, he’s never felt so complete inside of someone. The way her pussy is so snug and tight around his cock makes him feel like an addict.
She’s a moaning mess beneath him, her fingernails pressing harshly into his back. Her eyes are wide and teary now, making him smirk as he lifts a finger to wipe the liquid away.
"Don' need to cry, babe, you're doing so good for me." he says, leaning down to pepper kisses over the surface of her face.
"Yeah?" She gasped, her hand snaking down the length of her body. Her fingertips quickly find her clit and he looks down to watch her make tight little circles into the skin.
"So fuckin' good," he mumbles, entranced by the sight of her touching herself, "y'gonna cum all over daddy's cock, angel girl?" She nods eagerly and he speeds up his thrusts, desperate to make her finish before he manages to explode. He can feel his muscles clenching, her pussy somehow getting even tighter with every movement.
"What do you need?" he grits out with a clenched jaw.
She’s moments away from finishing now; he can feel and see it, but he’s determined to push her over the edge. Swallowing harshly, her jaw drops as she mumbles out, "c-choke me, please." 
Groaning, he wraps his hand around the column of her throat, pressing gently against her windpipe. He watches as her eyes roll back and feels the way her muscles instantly contract around his cock, triggering his own orgasm to approach. At the sounds of her moans, he quickly pulls out and pumps his cock twice before finishing all over her stomach and chest, a splatter of come painting itself on her soft skin. They’re both breathless and Harry resists the urge to completely collapse against the girl beneath him. He would have, if not for Y/N’s closed eyes as she catches her breath. In the silence of the moment, he takes in the appearance of her naked body covered in his come. Grimacing slightly at his softening prick, he grabs his boxers and shuffles them over his hips. He stands from the couch and straightens his posture when he hears a sleepy mumble from below. "Where are y'going?" "Gonna clean you up," Harry says softly, leaning down to press a kiss to her forehead, "be right back, 'kay, bunny?” Y/N asleep before he returns a few minutes later with a wet washcloth. He sits at the edge of the couch and gently runs it over her body, wiping away the remnants of their intimacy. Her eyes blink open when she realizes he’s returned, granting him a small, lazy smile. He returns it. “You did so good for me,” he murmurs, tossing the dirty cloth on the floor. He’ll throw it in the washing machine later, but right now, taking care of this sleepy, fucked out lump is the top priority. “Do you wanna go upstairs and change? Go to sleep in my bed?” She shakes her head. “Let’s sleep down here. Too tired to move.” And yeah, maybe Harry hasn’t slept on a couch since he was in his 20s because he has back problems. Yes, his hips will surely ache from sharing the space with the girl he’s been crushing on for months. Surely, they’ll shift positions multiple times throughout the night as they attempt to find something that’s semi-comfortable for the both of them. But he’ll do anything to see Y/N smile. “Sure, baby,” he replies, grabbing a soft throw blanket from the end of the couch. He wiggles himself into her side so he’s holding her from behind, tossing the cozy material over their bodies. “G’night. Lemme know if you need anything.”
She hums, and then it’s silent.
Harry allows his eyes to fall closed, sinking into the comfort of the warm girl beside him. It’s only then that he hears her inhale, followed by seven soft words: “I love you, Harry. I mean it.”
He tucks his face into her shoulder and hides the grin that stretches over his face.
“I love you, Y/N. I mean it.”
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gucciwins · 2 years
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i have added a few thousand words to olderry and nothing to my paper due this weekend 😳
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helladirections · 11 months
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Can you please pretty please recommend some good age gap fics with olderry. But both adults obviosly!!!! Love you
I don't read a TON of age gap, because it's just not my thing. And most of these I think I rec'd for the CEO ask?
HOWEVER....
Prosecco by @moonchildstyles Harry is just on the edge of thirty-five, and y/n is someone he's sure he shouldn't get involved with. until she seeks him out anyway, and he realizes no one has ever really shown her how she should be treated.
Pleasing by @stylesloveclub In which y/n is a broke waitress, and Harry is a Michelin star chef who thinks she's cuter than a puppy
The Arrangement by @gurugirl Harry's wife proposes that he find a mistress to meet his needs in the bedroom as she is no longer willing. His wife has 2 rules: The first is that he finds a professional, and the second is that no feelings are to be involved. But both of those rules are thrown out the window when he meets Y/n.
The Rich Series  by @lukesaprince A Summer dogsitting job for Mr. Styles is a dream come true for any broke uni student. He’s rich, gorgeous and finally fucks you after your weekly dinner together. A series that follows two neighbours who end up in a sexual relationship. (Age gap romance)
You Again* (Age Gap) by @freedomfireflies You and Harry are exactly 16 years apart in age. He used to date your older sister back when they were in high school. He was the guy you always looked up to. Could always count on. Now, five years after they've broken up, he’s back in town. And he’s looking for you.
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moonchildstyles · 1 year
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i feel like this is pretty girl coded………just calling olderry after it and then proceeding to babble about the setting spray and how good it is 😭😭😭😭 and how mean the cop was just bc he could and how she knew she was speeding a bit but gODDDD :((( just :((( and H being a bit confused about the whole makeup thing but still cooing bc his girl is crying and i know pretty girl it’s ok :(((( we’ll have lunch together darling dw and im just :((((((((( and the fact that she feels like calling him:( her man and her bestie :(((( i need him ngl 😟
NOOOOO I CAN DEF SEE THAT;((((( like he’s the first one she thinks to call afterwards all teary and upset and talking ab how embarrassed she is and how terrible she feels and the experience was and he’s trying not to laugh when she starts babbling off ab her makeup just bc he thinks she’s so cute but bows probably not the time and his heart almost breaks when she’s telling him she hopes his day is going better than hers and that she’s embarrassed to go to work now after crying:( I can so see him on the other line like I know pretty I know it’s never fun but you’re gonna be okay yeah? I know you still look so pretty rn so don’t worry ab that:( let’s get lunch together today okay? We’ll look at the ticket and see what we can do:( he hates hates hates when she cries but it does make him feel nice knowing he’s the first one she called:(
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missluckycharms · 2 years
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some smut with olderry but can you make him soft like with lots of praise pls pls pls:(
I love soft Dom Harry with all my heart and holes.
It was a classy business dinner. One filled with men in expensive suits, women in fancy floor length gowns and expensive hairstyles that probably took hours to achieve and wine that was probably as expensive as the car Harry drives.
In no way, did Y/N mean for the night to end up like this, it wasn’t even an idea in her mind before she left the house hand in hand with Harry as they headed off to one of her Dad’s usual monthly dinners, but something switched in both of their minds the second her hand brushed off his thigh or maybe it was when Harry whispered a joke into her ear about Darren across the table but his voice was so low and slick, it made her heart stop and her tummy immediately erupt into butterflies.
Yep, it was definitely the latter.
“Just couldn’t wait puppy huh? That’s okay, just a little needy tonight, yeah?”
Harry coos at her, watching as she whimpers on top of him as she rides him in his SUV, Harry thanking the Lord that his windows are tinted as they’re putting on their show in the parking lot of the expensive restaurant that they were just seated in five minutes ago, cracking jokes with her Dad.
It’s needy, it’s desperate but it’s filled with pure love and hunger for one another, like their clothes are on fire and they’re desperately trying to claw the articles of clothing of one another for relief. Her long black dress now bunched up around her hips, tits spilling from the low hanging neckline as she balances on top of him, his suit still in tack apart from his tie being loosened and his shirt buttons half undone by her clawing and grip she has on the cotton shirt.
“That’s it baby, use me, show me who’s cock this is.” He moans, biting and sucking at her neck as she moans and whines, trying to get herself off as his hands dig into her hips, highlights of the night probably going to be seen in the morning hue as the sun rises tomorrow morning.
“Feels so good.” She whimpers, he moans.
“I know, can barely fuckin’ think straight because you’re so pretty on top of me, like an Angel.” He praises her, her head immediately swimming around in it as he smiles against her chest, one hand now holding the back of her neck to steady her more.
“Gonna fill you up here, then, you’re gonna hold me in? Yeah? Let me lick it all out of you when we’re home?” He asks, pleading with her as she nods desperately, forehead on his as she moves faster.
“Good girl, make yourself come, you deserve it.”
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stylesloveclub · 3 years
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Olderry was so good omg especially that last chapter like BYE I went into cardiac arrest
SOOOO GOOD omg 🥸🥸🥸 when she ****** *** ***** I LIT RALLY PASSED AWAY AND THEN THERES THAT ONE PARAGRAPH THAT STARTS WITH “tucking his fingers into…..” 😵‍💫😵‍💫😵‍💫😵‍💫😵‍💫 IYKYK IT WAS SOOOOOOOO ANJDAJDUSJDJSH
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cupid-styles · 9 months
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cupid-styles masterlist
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hello and welcome to my blog!! thank you so much for reading my writing!
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* = smut ✶ = 1k+ notes ✿ = 5k+ words
70s!harry* ➵ friends to lovers, best friend's brother (complete)
grumpy h* ➵ enemies-ish to lovers, asshole!h x shy y/n, forced proximity (complete w/ extras)
sugar daddy h*✿ ➵ age gap, older!h x grad student!oc (complete w/ extras)
silk and rope*✶✿ ➵ dd/lg dom x sub dynamic (complete w/ extras)
only angel*✶✿ ➵ tattoorry x shy introverted y/n, opposites attract (complete w/ extras)
late night talking*✶✿ ➵ nerdrry x camgirl y/n, opposites attract (complete w/ extras)
daisy*✿✶ ➵ profrry x TA!y/n, unlikely romance (complete w/ extras)
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you’re my last shot* ➵ enemies to lovers, pregnant!y/n, accidental pregnancy
rockstar!yn x groupie tour photographer!harry*
frat alpha harry* ➵ a/o/b
hockey player!harry x ballerina!yn* ➵ enemies to lovers
cheatrry* | check-in ➵ mom!y/n x single dadrry, cheating plot
fall/halloween blurb masterlist
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the year of magical thinking ✿ ➵ college!harry au
puppy* ➵ pwp
new year's stranger
renaissance ✿✶ ➵ single dadrry x art teacher!yn au | extra: lucky*
casual* ➵ asshole!harry, angst
pink pony club*✶ ➵ bodyguardrry x stripper!y/n
a helping hand*✶ ➵ ex-friends with benefits
call it fate, call it karma* ✿✶ ➵ olderry x alt!y/n
brat* ➵ sex columnist!harry x best friend!y/n
one-off blurb requests
doctorry*
bffrry
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💌 about me 💌 | support me on ko-fi!
fic recs
main writing tag (includes concepts/requests)
bestie asks | bestie recommendations | cupid after dark
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cupid-styles · 10 days
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Hii cupid bestieeee I'm begging you to write something with the new pic!! Like olderry nd his girl doing something u know!!🤤
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okaaaayyyyyy :) this isn't for older!h and y/n (it's not rly any of my couples) but you can imagine whoever you want !!!!!
word count: less than 1k
content warnings: smut (literal porn without plot) (mean dom!h, sir kink, daddy kink, slight bondage, degradation, dirty talk)
. . .
"Hands and knees, pet."
Y/N doesn't think twice before she's scrambling onto all fours, pressing her knees into the plush fabric of the carpet that covers the floor of Harry's bedroom. She listens to the recognizable sound of his leather belt being pulled from the loops of his trousers, absentmindedly wiggling her hips in anticipation.
"Stay still," he mutters, placing a hand at the curve at her bum. He doesn't squeeze or smack the skin, instead just keeping his large palm splayed over the expanse of her ass. "Head down, hands behind your back."
His demands are quick and curt today and Y/N knows better than to fade into the bratty space that typically results in harsh spanks and hours of edging. Swallowing, she slowly dips her body down, smushing her cheek against the rug as her hands wind back around her waist. It's a degrading position, but it's one they both know well.
Harry's silent as he wraps the thick, expensive leather around her wrists. When she's like this, she's practically immobile; unable to do much besides wobble on her knees or squirm beneath his touch. He hums as he lowers, his form still fully dressed in comparison to Y/N's complete nudity.
"You're wet." he murmurs. He slides a finger through her slit and she inhales sharply, eyes fluttering at the sudden intrusion.
"Y-yes."
"From what?" he asks, using the hand still firm at her bum to spread her cheeks. He spits, landing right at the spot between her two holes, and Y/N whimpers. "We were at a fuckin' happy hour for my job, and you're wet."
"You," she mewls softly, squeezing her hands into even tighter fists, "Y-you looked so good all night and I couldn't stop thinking about your cock—"
"Desperate," he mutters degradingly, using both hands to spread her pussy lips apart. She swallows from the sensation of cool air hitting the warmth between her thighs, allowing her eyes to close. "Sit up."
He disappears from behind her and she blinks, a confused expression on her face. She can't move much with her hands bound behind her and, with her cheek still pressed into the carpet, she tries to glance up at him for some type of explanation.
"You heard me," he says with a smirk, towering over her. He's unbuttoning his pants, letting them fall to the floor and pool at his ankles before palming himself through his black briefs. "Sit. Up."
"I-I can't, sir."
Harry snorts and pulls his length from his underwear. He spits into his palm and begins to slowly slick himself from the base to the tip.
"I gave you an order, pet." he says with a clenched jaw.
Carefully, Y/N attempts to clench her abdominal muscles to assist in her maneuver. It's not graceful or sexy in any way but Harry smirks as he watches, continuing to pump himself.
"That wasn't so hard, was it?" he presses, grinning wickedly down at the girl who's now on her knees. Without warning, he dips forward and smears his cock over her lips, making her eyes widen. He laughs — a truly sinister sound — as some pre-cum leaks onto the pink hue of her mouth.
"So silly," he mumbles, lifting a hand to run through her messy hair. "Open up, baby. Daddy's gonna face fuck you now."
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cupid-styles · 14 days
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OLDERRY IS FINISHED
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cupid-styles · 5 days
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omggg can we get more olderry x alt girl??? i'm OBSESSED
omg YES!!!!!! I love them bad and would absolutely luvvvvv to write extras for them!!!! tysm for reading!
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cupid-styles · 10 days
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Okayy okay listen!! That is d-daddy!! So Olderry going to that tattoo shop to pick his girly nd then they will go to some fancy restaurant andd how hot he looks when they arrive home she gonna devour him!! Thank you!! I hope you are OK after seeing that pic!!🤤😣
no its sooooo olderry!!!!!! you’re so right she’s just sitting there w a polite smile on as he talks about his day but all she can think about is :) I’m going to ride his beard as soon as we get home :)
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cupid-styles · 13 days
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Ahh noo bestie my heart hurts after reading such a beautifully written piece!!:(
This olderry is one of my fav I have ever read cause the angst, the fluff and the smuttt it was just too perfect!! The way he assure her that she it for him and after that lovey s*x ohhh it was soo good!! Thank you for writing it!!💖
oh my goodness thank you so so much :((((( I’m so happy you enjoyed it, ty for reading!!! I really wanted everything to feel cohesive from the start and w that bit of angst thrown in and I just wanted it all to make sense ya know!!!! so I did work rly hard on it and it means SO MUCH that you liked it! 🩷🩷🩷
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cupid-styles · 13 days
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hiiii finally got the olderry full post queued up so it'll go live today at 1p est!!!!! I really really hope you guys like it!!!!!!
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moonchildstyles · 2 years
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hello bestie🥸 something i think about a lot is if olderry and pretty girl messing around and they’re kissing and grinding etc, but maybe yn gets distracted by something maybe someone calling her and she has to pull away from h and while she’s talking on the phone harry’s just waiting for her maybe he’s grazing his fingers on her thighs just anything to distract from the aching in between his legs. 🫠 and when she’s done talking with the rude person who decided to interrupt their time together, he’s just looking at her with That look yk😵‍💫 and she’s immediately just i had to answer them h! there’s a new hire at my job and she needed help i couldn’t just not respond!!! and he’s just mhmmm “okay baby. gonna help me with my little problem gorgeous? hurts so bad and only you can fix it for me.” just something about him saying he’s hurting because of her and that he needs her to fix it is something so 😵‍💫🫠 anyway love you byeee👹👹👹
omg bestie!!!!!!!!!!!! First of all Ilyt🥸 but oh…..my god🥸🥸🥸 the idea of them just making out on his couch for like at least an hour at this point doing their little cuddles when they need to breathe and h is just….so ready for her but they always take their time with each other so he doesn’t mind just kissing kissing kissing her but it’s when someone calls and she pulls away all breathless and swollen lips and she’s not even looking at him when she picks up jusy looking all worried and using her little customer service/work voice on the call while he’s distracting himself and probably her while touching over her thighs and grabbing at her waist and nudging her jaw so he could kiss over her neck and the call just goes on for soooooo long it feels like so by the time she’s done he’s feeling needy and grabby and grumpy and ofc she’s pulling her phone away when she looks at him and she knowsssss he’s being >:( h! You know I couldn’t not answer it was work! You’ve taken work calls when we were kissing before:( and he just Looks at her and grabs her thighs and “but I’m not as patient as you pretty girl. Need you to fix this okay? It’s all your fault anyway gorgeous” and he’s dragging her over his bulge and just….feeling her and watching as her brain literally goes brrrr with her eyes all fluttery 🥸🥸🥸
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cupid-styles · 14 days
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QUICK WHAT DOES OLDERRY CALL Y/N
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moonchildstyles · 3 months
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Every time i see photos or listings of a pretty two bedroom london townhouse I think “olderry lives there” 🫶🏼
and youre RIGHT:)
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