Y/N babysits single dad Harry’s kids as a summer job.
Y/N loves her new apartment.
She’s just finished furnishing it — adding a decorative rug to her living area that she thinks spices up the room — and she couldn’t be happier. She does a little dance, squealing and jumping in her little space she can call her own. She feels so grown up and on top of that, she’s just graduated college with a degree in psychology, and she can’t wait to begin teaching it. However, over the summer, she has to find a temporary job or else she’ll drive herself crazy staying home all the time (although her apartment is very cozy and pretty). She searches online, looking up part time jobs that offer a good paying wage — enough to give her some pocket money because she didn’t really need money for her rent; she’d saved that up already — but with no luck. She closes her laptop, hopping off her bed and decides to go for a walk. The area around the complex is very scenic; trees everywhere and a community pool that Y/N is iffy about because she knows people “do the nasty” in there. She’s done it once herself with a past boyfriend who she hopes rots in hell. That cheater.
The walk is nice and refreshing, the warm summer air making her skin glisten and she trots carefreely on the sidewalk until a little boy grabs onto her calf. “You pwetty.” His eyes shine up at her, giving her a kiddy smile and her heart swells. He can’t be any older than three, and Y/N ruffles a hand through his hair. “Wanna see my daddy?” Y/N tilts her head, smiling confusingly but nodding. She hopes the little boy hasn’t traveled far.
“There you are!” A man with luscious brown hair and light to tanned skin jogs over to Y/N’s location, halting in front of her and Y/N can see his eyes are green and pretty. Very pretty. “You can’t just run off like that, Leo.” He crouches down and grabs the little boy’s hand, pulling him off of Y/N’s leg. “I’m sure this young lady is very nice, but strangers can be very dangerous as well.” His finger is pointed at his son’s face while he chastises him.
“Am I in twouble?” The boy’s little chest hitches, wiping his eyes and cuddling into his father’s body.
“As long as you don’t do this again, no. You really scared me.” He hugs his son, making Y/N coo as she takes in the sweet moment. The man stands up, picking up his son with him and sticks out his hand for Y/N to shake. “I’m Harry. I hope this little bugger didn’t give you any trouble.” He tickles his son’s stomach, making him giggle and hold onto his father tighter.
“Of course he didn’t! And I’m Y/N.” She feels a bit flustered as Harry looks at her intensely, as if gaging if she’s safe to be around his child. She looks into his eyes, wanting to drown in them because she thinks they’re the prettiest eyes she’s ever seen. She subtly tries to analyze the rest of his face and body, from his fluffy hair to his scruff on his chin to his toned arms and chest. Holy cow. How old is this man? Old enough to have a child. “He’s a sweetie. Right when he came up to me, he told me I was pretty.”
“Oh, quite the charmer aren’t you? Take after your daddy?” He pinches his son’s cheek, making him nod and continue giggling.
You can charm me. “Do you live here?” She changes the conversation, wanting to keep it going because who knows when she’ll see this gorgeous man again.
“Oh, yes. I live in that tree over there.” Y/N presses her lips together from laughing. “But all jokes aside, yes. Do you as well? I haven’t seen you.”
“I’m new!” She thinks to herself that she sounds like a student telling the others she’s moved schools and is new to the area. I wouldn’t mind dressing up as a school girl for him… what is going on with me? “I mean, I just moved in. Have you lived here long?”
Harry tells her he’s lived in the building for about a year. When him and his wife split up, he couldn’t stand to see her new young lover move in and he had to get out. He found this place and lives with his son that he won custody over and his 10 year old daughter visits on the weekends. The story is incredibly sad to Y/N, but in a sick way she’s glad he’s single. He rants for a bit about the man his wife cheated on him with, and Y/N thinks he sounds awfully familiar… like her ex. She’s not for sure, but he cheated on her with an older woman, so it could be the same guy. She keeps her mouth shut, not wanting to start any drama. They get to talking about little nothings once Harry invites her in for some coffee, and she lets it slip that she’s looking for a job for the summer. He suggests that she could try babysitting or dog walking, and the thought doesn’t sound so bad to her.
“Why not my kids? You seem like a nice girl.”
“Really? Are you sure? I mean, we just met.”
“I would like to find out more about you, yes, but I’m in a bit of a pickle from not working consistently for the last year, and if I don’t return to my 9-5, Mr. Twist will have my head.”
“Mr. Twist? As in Rob Twist? The man who’s on all those billboards saying everyone needs an attorney?”
“Yes, I work with him in our firm. I’m a lawyer, and it surely helps when your step-father is the owner of it all.”
Can he get any sexier? “Oh, wow. That’s a very serious job.”
“Indeed. That’s how I won custody over Leo. If she had taken both kids, I don’t know what I would have done with myself.” He sighs, looking over at his son playing on the floor with his toys. “He and my daughter mean the world to me.”
Y/N feels a sense of compassion flow through her, and she smiles as she watches Harry ruffle his son’s hair. “When can I start?”
Harry’s eyes shoot up, giving her a dimpled smile. “How about this weekend? Then you can meet my daughter Catherine.”
Over the next few days, Harry tests how Y/N and Leo are together, and it’s no challenge. He’s at her side constantly when she comes over, gripping at her legs and hugging tight that Harry finds endearing. He knows he’s doing that because he needs a motherly figure in his life, but his mother just isn’t the type to show that sort of affection. That’s why he had to divorce her — that and how she cheated on him. He’s still upset she gets their daughter five days out of the week, but he can’t do anything about it unless he takes her to court again. Pushing the hectic thoughts from his mind, he begins asking Y/N more about herself. She tells him what she had went to college to study and how she can’t wait to start teaching. Harry loves that she likes children. He gives her a list of anything medical about his son, to how he’s allergic to nuts to how his skin is dry and he needs to be moisturized throughout the day. When Saturday comes, Y/N skips over to Harry’s apartment, ready to be greeted by Catherine. Unlike Leo, she’s a bit difficult. At first meeting, she throws a fit and says she doesn’t need a babysitter, that she’s a grown up and can take care of herself, but mostly that she just wants to spend some time with her father.
“Darling, I won’t be gone all day on Saturdays, just for three hours at most when I’m meeting with clients. Three hours isn’t bad, right? You and Y/N can watch movies and she can make you lunch. Does that sound good?” The little girl looks between her father and Y/N, her features softening as she agrees. “Good. I know you’ll like her. She makes a mean grilled cheese.”
Summer flies by. Y/N watches Leo during the weekdays from nine to five while Harry’s at work, and on Saturdays she watches both kids for the time that Harry meets with his clients to discuss their cases. She’s grown very fond of them, and she grows more and more attracted to Harry every time she sees him. She knows it’s not right to have a crush on your boss, but she can’t help it. Especially not when she had come over a tad early on a Saturday and was welcomed by a shirtless Harry answering the door. She remembers how her mouth felt dry, and somewhere else felt wet. His voice was groggy and deep, telling her he’d woken up late and that she was welcome to fix Leo a snack. His morning voice is so sexy to her, and she’s been thinking of it nonstop since then. She’s even gone as far as to think about him while she was alone in her bed at night, rubbing over her panties until she couldn’t take it anymore and slipping her fingers inside, coaxing out a Mr. Styles as she moaned into the darkness of her room. Once she finishes, she lays there satisfied but feeling guilty because she knows once her teaching job begins, she’ll have to leave the trio.
The first day of September, she decides to go to Harry’s apartment and put in her two weeks. She’s a bit sad, knowing she’s surely going to miss the children but most of all Harry. She hopes she can still spend time with them, and… oh wait! I can still babysit them on Saturday! The thought hadn’t crossed her mind before, but now she’s proper giddy, even though she knows she won’t be able to watch Leo during the week anymore. She knocks on Harry’s door but no answer. She wonders if he’d fallen back asleep, but she texted him this morning letting him know she was coming over to discuss a few things and he agreed. She turns the knob, the door opening and she’s shocked by it being unlocked; Harry always locks the door. She calls, “Hello? Harry?” She steps in, closing the door behind her. It’s a bit weird when she doesn’t hear Leo running around the corner to greet her, so she thinks Harry must have taken the two out somewhere for the day. That is, until she hears a grunt come from a bedroom. She stills, her ears perking up to see if she really just heard what she thinks. It happens again, this time accompanied with a little schlicking noise and Y/N’s cheeks heat. Oh.* Is he really? She feels her panties dampen when he groans out her name, making her eyes bulge out of her head. He’s thinking about me? She pads to his bedroom door, noticing it’s cracked slightly and peaks in through the little opening. She sees him with earphones in, his hand holding his phone while the other rubs over his cock. Oh, wow. It’s really big. She knows it’s wrong to watch — so, so wrong — but she can’t bring herself to leave. She leans further a bit more, causing her to fall through the door and push it open. Harry screams, tearing his earphones out and covering himself with a blanket.
“Don’t you know how to fucking knock?” His voice booms through the apartment, scaring her and her eyes begin to water. She hiccups, covering her eyes.
“I’m sorry!” She turns around and runs out, not stopping until she gets back to her apartment so she can cry in peace.
Crying in her bed all cuddled up into a ball is something Y/N hasn’t done since her boyfriend cheated on her, and she doesn’t like the feeling. She does this for half an hour, knowing she ruined everything and that he will never want to see her again. She goes through her contact list, ready to delete his number so she’s not tempted to talk to him right as there’s a knock on her door. She falls out of bed, shoulders slumped and wiping her eyes as she swings the door open. It’s Harry.
“Can I come in?” He seems nervous, his hands clasped together. She nods sheepishly, moving aside for him to enter. He goes straight for her couch, taking a seat and she follows suit. “I’m sorry.” He wants to take her hand in his but decides against it. He doesn’t know if she’d be okay with physical touch right now. “I shouldn’t have yelled at you like that. I was just surprised. I didn’t know you were in the apartment.” Y/N blinks while assessing his apology, automatically feeling much better than she did 30 minutes ago. “Did you… hear anything?”
She knows what he’s asking and nods slowly, her cheeks a dark pink. “I heard you s-say my name.” She is incredibly nervous speaking about this.
He closes his eyes, inhaling and exhaling before opening them. “I hope you don’t think I’m some creep for thinking about you… in that way, while doing that.” His cheeks are splashed with color as well, making Y/N feel better that she isn’t the only one a bit nervous here. “I mean, you watch my kids for goodness sake. I shouldn’t think about you like that, but I do. Good thing you’ll only be watching them on Saturdays now right?” He attempts a laugh. “Do you think it’s weird? For an older man like me to be so attracted to a younger woman like you?”
“No!” She rushes the word out, not wanting him to feel bad about his sexual feelings since she can match them. “I don’t think it’s weird. I like you, too.” She puts her head in her hands, feeling relieved from finally telling him after these three months but also embarrassed. She composes herself before looking at him again. “Like, a lot.”
“You do?” He grasps her hands this time. “You like an old croak like me?” He smiles to soften the remark.
“You’re not old!” She laughs, scooting closer to him. “You’re just… mature. And very sexy.” He feels connected to her in a way, like a person walking by would be able to see a string between the two. He kisses her cheek at her compliment, making it feel scorching hot to match the place between her thighs. She wishes he’d kissed her on the lips, but baby steps she supposes. Dirty talk? “If you were thinking about me, what were you watching?”
“Porn.”, he shrugs. “But I was imagining it was you and me. I’m very visual.”
Y/N crawls into his lap, legs astride his thighs and seats herself comfortably on him. He doesn’t question it, just wraps his arms around her back because he knows if she wanted to do anything, he’d let her and make her cum twice as many times as he does himself. Cupping his face with both hands, she kisses him. It’s full of passion and angst and lust. She’s wanted to do it for the past three months, thinking about it every day and it was finally happening. He responds instantly, molding his lips with hers and wrapping his arms tighter around her. The kiss feels heavy, like there’s a meaning behind it but Y/N doesn’t dwell on that — just knows she wants Harry to fuck her.
She breaks the kiss, hearing him make a little whining noise and she pecks him twice before asking, “Can we have sex?”
“Lead the way to your bedroom.”
“No, I want it here.” Undressing, her shirt is dropped to the floor along with her bra, leaving her chest exposed for Harry’s hungry eyes. He licks over her nipples, not necessarily sucking on them but giving them just enough attention with his tongue to tease her. He fees rigid in his pants, knowing he’ll have to take his cock out soon or else it’ll become painful. His arms leave her back, going to lift her with one hand while the other slides his pants down his legs (he hadn’t worn underwear to bed). She finds that he’s very strong, a thing she finds attractive and feels herself dampen her panties even more. She looks down at his cock, her forehead pressed to his and wishes it was in her mouth. “It’s so pretty.” She grinds on it, only her jeans in the way and she thinks the roughness feels good to him because he lets out a nasty groan, ducking his head and kissing over the swell of her breast.
“I bet your pussy is even prettier.” His hand is at her clothed center, finger tips pressing. “Can I see it? Wanna stuff you full with my tongue.”
She lets out a noise she doesn’t think she’s ever made — everything is just so hot. She’s a 22 year old college graduate about to have sex with a 40 year old man, and she loves it.
“Want you to fuck me first. Then you can do anything you want to me. Just need your cock inside, please.”
He lifts her and places her on her back on the couch, pulling her jeans and panties off and his own shirt as well before flipping her onto her hands and knees. Harry loves this position — he’s thought about taking her this way and fucking her into submission for being a bad girl or summat while pumping his fist one night. He kicks off his pants from his knees all the way to the floor so he’s completely naked, holding is cock in his hand and painting the tip up and down her slit. She shivers, bucking back against him and he loves that she’s needy. “Do you have any condoms, or do you want me to pull out?”
“You can pull out, s’fine. They make Plan B for a reason, right?” She looks over her shoulder sexily, wiggling her ass, tempting him further.
Yanking her hair in one hand, he pushes into her simultaneously. Going in slowly, inch by inch to accommodate her snug, little pussy wrapped around his cock. “So fucking tight.” He throws his head back when he bottoms out, his pelvis right up against her ass. “Tightest I’ve ever fucked.” Y/N whines, scratching at the couch as he pulls out and pushes back in, starting a pace that drives her crazy. “You like this, don’t you? You like being fucked by someone older than you?” He accentuates his question by slamming his hips against her hard.
“Uh-huh”, she gasps, her mouth hung open while experiencing this very erotic act. This is so fucking hot. “It’s so hot. I fucking love it, please don’t stop.”
Harry finds it humorous that she would plead that because he’s definitely not going to stop; maybe the next time they’re fucking so he can tease her. His cock hardens even more inside her at the thought. “I’ll never stop. I’m going to fuck you until you’ve made my cock soaking wet. And then I’m going to fuck you again; make you ride me while holding your hands behind your back because you like being submissive, don’t you? That why you’re letting me fuck your tight cunt from behind?”
Y/N feels an explosion inside her, vision going black for a second as she cums around him so hard she has to grip the arm of the couch to keep her upright (although Harry’s grip on her hair was doing a very good job at that). She clenches her eyes shut, being met with a galaxy of stars and she screams Harry’s name, clamping her walls down onto his shaft. Her body shakes violently, biting her lip just to have something in her mouth.
“That’s right. Cum for me. Get my cock all nice and wet like I know you’ve dreamt about.”
He pushes into her a few more times, thrusts sloppy and uncalcuated before he pulls out, not even needing a hand to work himself over as he spurts his cum onto her pussy and ass, coating her behind in white streaks. He can’t tear his eyes away from it, chest heaving and prick bobbing as it softens. He sees her pussy for the first time in this angle, and he thinks it’s the prettiest in the whole world, and he can’t help himself from what he does next. Pushing his hand onto her lower back, she collapses onto the couch, legs spread for Harry to lay down between and he cleans her up; licking his cum off her ass and sticking his tongue between her thighs to clean her of any cum that had gotten inside her. He flicks his tongue across her clit — despite not having any cum on it, he just wants to taste it — and sucks it into his mouth, Y/N whimpering and raising her bottom into the air.
ohmygodohmygodohmygod. Y/N thought the fucking was hot, but this is even hotter. She had no idea Harry would be the type to eat his cum, and she feels like she can cum again just from hearing and feeling him lap away at her folds.
“Harry”, her breath shaky, reaching around behind her to grab his hair, “that’s enough. I’m too sensitive.”
He pulls his mouth from her but gives her clit a quick kiss and bites each ass cheek before moving beside her, flopping his arm atop of her. “You taste good.”
“You were probably tasting yourself.” She smiles lazily at him, feeling so wonderful and so fucked out. Cuddling into him, he reciprocates and hugs her tightly to his chest. He smiles when she kisses his nipple briefly. “That was really hot. My God, I can’t believe we just did that.”
Harry’s body rumbles against hers, letting her know he’s laughing. “Best sex I’ve ever had.”
“No way! You’re such a liar.”
His eyes narrow at her. “Am not. I’m telling the truth! I’ve never had sex like that.”
Y/N feels proud of herself, beaming up at him and kissing his jaw. “Me either. Maybe next time I can suck you off, too.” Harry’s body freezes, although his cock going rigid at the thought. “By the way, where are your kids?”
“You’re asking me that now?” He breathlessly laughs, stroking her forehead with his thumb. She nods. “They’re with my mum having a nan day and all that. Won’t be back until tonight.”
“So, I have you all to myself until tonight?” She crawls down his body, kissing along the way because he’s so toned and it’s driving Y/N insane. He’s so fit.
“Have at me.” He spreads his arms above his head, ready for anything this young, sexy woman wants to do to him.
She suckles at his cockhead, tasting herself on it and moaning, feeling it twitch in her mouth before pulling off. “Actually, I’m hungry. Want a grilled cheese?” She hops off the couch, skipping to the kitchen and leaving Harry a confused mess on the couch.
“What?” He sits up, eyebrows pinched together while looking at her. “You’re such a tease.”
She smiles at him through the little window in the kitchen that can look out to the living room. “Hey! I need my energy to have sex again. You don’t want me to give up half way through riding you, do you? I need to eat.” He hears the sizzle of the bread hitting the pan, the smell of butter cooking filling his nostrils.
“I’d just take over. I think you’d like me fucking up into you.” He walks over to her, hugging her from behind as she moves the bread around in the pan. They’re still both completely naked, standing in her kitchen, and Y/N has never felt more comfortable. He moves his hand around to her front, slipping his fingers inside her. “How about I fuck you in here, hmm? Pick you up and fuck you against the sink?”
Y/N’s glad she moved into this apartment building.
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