Preface

some nights I always win
Posted originally on the Archive of Our Own at https://archiveofourown.org/works/95263841.

Rating:
Explicit
Archive Warning:
No Archive Warnings Apply
Category:
M/M
Fandom:
Game Changers | Heated Rivalry - All Media Types
Relationships:
Kip Grady/Scott Hunter, Kip Grady & Kyle Swift, Scott Hunter & Carter Vaughn
Characters:
Kip Grady, Scott Hunter (Game Changers), Kyle Swift, Carter Vaughn, Maria Villanueva, Elena Rygg, Eric Bennett, George Grady, Gus | Previous Owner of the Kingfisher (Game Changers)
Additional Tags:
Alternate Universe - Canon Divergence, Alternate Universe - Different First Meeting, Sex Work, First Time, Blow Jobs, Anal Sex, Unsafe Sex, Dom/sub Undertones, Scott Hunter Loves Kip Grady, Kip Grady loves Scott Hunter
Language:
English
Stats:
Published: 2026-10-23 Words: 7,865 Chapters: 1/5

some nights I always win

by lonestarzz

Summary

Then it’s Friday night and Kip is on his way to his first ever client. He told his dad he has a new job pet-sitting to explain the weird hours and overnight absences that are about to occur, and felt more than a little guilty when George patted his shoulder and told Kip how proud he was of him for working so hard.

Well, he wouldn’t be proud of this, Kip thinks as he walks through the lobby of a fancy East Side apartment building. About to give the guy in the penthouse the boyfriend experience he booked. All 16 hours of it.

-
Kip finds a more lucrative side gig than smoothie barista. And then he finds Scott.

Notes

See the end of the work for notes

Chapter 1

Like many slightly questionable but ultimately fun endeavors in Kip’s life, it all starts with Kyle.

“Look, I just think you’d be good at it,” he tells Kip over coffee and their long-abandoned coursework, open on their respective laptops. “Just give it a try. And if you don’t like it, you can go right back to the Straw+Berry and stir smoothies or whatever it is you do.”

“You blend them,” Kip corrects him absently.

It’s not that he’s judging Kyle’s current side gig. In fact, everything about it seems like it works out really well for him: Kyle likes sex, and now he’s managed to monetize his favorite hobby.

“Okay, fine. You blend smoothies, and I boss around Wall Street DILFs a couple times a week and go home with 2 grand in tips by the end of the month on top of what I make.”

Kip sighs. It’s tempting, is what it is.

Kingfisher Escorts is a high-end kind of place. They like university students, especially Ivy Leaguers. Educated, good-looking and discreet young people that clean up well and know how to make conversation to play arm candy to New York’s C-level executives who are simply too busy to date. Or, that’s the girls anyway. Most of the clients that book male escorts are middle-aged men in the closet who fear losing their careers if they lived their sexuality more openly. It’s kind of sad, actually.

“And your boss wants me for...the Boyfriend Experience?”

“Well, he doesn’t want you yet, but he asked if any of us knew someone who’d be a good fit.” Kyle takes Kip’s face in both hands and gives him a little shake. “And who’s more boyfriend than you?”

Kip huffs. Kyle is literally the only person who thinks that. They had their little almost-maybe moment when they first met, but both agreed they’d be better off as friends, and Kip is glad for that now; he loves having Kyle as his friend. But also, Kyle’s opinion on him being boyfriend material might be a little biased.

Kip’s last few attempts at dating mostly went nowhere (other than to the guy’s respective bedrooms a couple of times, which was nice enough, to be fair), and since he started his Master’s degree and two side jobs, he’s simply too busy to even try. He hasn’t opened Grindr in weeks.

“You know what, okay,” Kip says. He can try it just once and see what he thinks. And if he doesn’t like it...he still has his smoothies and the occasional catering gig to go back to.

After Kip meets Kyle’s boss Gus a few days later, things kind of go a lot faster than expected. Gus tells him he has a client waiting that Kip would be perfect for, sits him down to go over all the rules and processes and several pages of NDAs, sends him off to the clinic to get his tests done and pick up a PreP prescription, and then –

Then it’s Friday night and Kip is on his way to his first ever client. He told his dad he has a new job pet-sitting to explain the weird hours and overnight absences that are about to occur, and felt more than a little guilty when George patted his shoulder and told Kip how proud he was of him for working so hard.

Well, he wouldn’t be proud of this, Kip thinks as he walks through the lobby of a fancy East Side apartment building. About to give the guy in the penthouse the boyfriend experience he booked. All 16 hours of it.

Kip is a little wary of something this big being his trial run for the job. But Gus seemed to like him, and apparently Kyle talked him up a little, so there he is. Only about twenty percent sure he isn’t going to royally fuck this up.



 

Scott doesn’t do this. It’s what he’s going to tell the guy from Kingfisher as soon as he gets here. He’s not the kind of person who does this, and if anything smells even remotely fishy about it, he’ll send him right home.

He feels ashamed of himself that he even got to this point, but things have been…difficult, lately. The gnawing sense of loneliness that's been background noise all his life is getting louder, harder to ignore every day. He's not proud of himself, but he overheard someone at one of those bone dry MLH events talk about some sort of luxury escort service, very expensive but very discreet and he ended up having a weak moment. And now here he is.

There was no name listed in the email he got with the little summary about the man who's coming to meet him. Scott really doesn’t know whether any of the things in there are real; whether he’s really going to be 5'8, masc, built, verse, a university student like the email said, or whether anyone is even going to show up at all. Maybe he got scammed and no one’s coming.

But just in case someone is coming, which is probably the more likely option, Scott has tidied up the apartment extra well and taken a long shower and put on aftershave and nice clothes. He wants to be pleasant to be around. He knows he has a good body, but you can have a good body and still be a creep. This guy is probably around a lot of creeps and Scott wants him to know that he’s not that. That he’s nice and normal and –

That's the doorbell.

When he opens the door and sees the man's shy smile for the first time, Scott immediately knows he’s fucked.

“Uh, hi. Scott, right?”

The man in front of him is gorgeous. Scott doesn’t know what exactly he expected, but despite him fitting the description that was sent, it wasn’t this – he looks casual and cozy in dark jeans and sneakers and a flannel over a white t-shirt, backpack dangling off one shoulder, and he has the most adorable face Scott has ever seen, with big, dark eyes and a mess of black curls on top of his head.

“Right?” Kip repeats, sounding unsure, when Scott still hasn’t replied and he shakes himself out of his momentary shock.

“That’s right. Hi. Please come in,” he says, hoping the man doesn’t notice his voice shaking.

He smiles again, brighter this time, and Scott genuinely isn’t sure whether he’s going to survive this guy pretending to be his boyfriend for the night.

"I'm Kip," he says, offering his hand to shake, and Scott does. It feels oddly formal for what they're about to share.

Also, Kip is definitely a fake name. It sounds kind of cute though. It suits him.

“Let me, uhm – take your stuff? Only if you want to. Or, uh, a drink? Can I get you a drink?”

Kip is looking around the apartment, clearly impressed. Maybe even a little intimidated, which is the last thing Scott wants him to be.

“Some water maybe? That would be great, thank you,” Kip replies, and toes off his shoes before following Scott towards the kitchen area. So polite.

Scott pours them both a glass of water and motions for Kip to sit at the kitchen island. It’s so weird. He’s never had anyone over for this.

“Are you, like, okay?” Scott asks, feeling supremely awkward about it already. “I mean, you’re not – no one’s forcing you to do this, and you’re here because you want to be? Well, I mean, I guess as much as anyone wants to be doing their job, but it – it is a job, right? You get paid? You’re not –”

“Hey, Scott,” Kip interrupts gently. Scott swallows hard. He already loves the way Kip says his name. The lilt of his Brooklyn accent wrapping around the single syllable like a warm hug.

“I want to be here. I’m just – I’m just a normal guy, I promise. I go to school and I have student loans, and I’m trying this thing out because my friend said it beats being a minimum wage barista on the side. So...”

“Oh,” Scott says, relieved. Then again, Kip could be lying to him. This could be a script someone fed him. But he sounds so sincere.

“I probably shouldn’t be telling you that,” Kip adds with a nervous laugh, nose scrunching in a manner that Scott finds entirely charming. “Should be keeping the mystery alive or something.”

“No, no, that’s – it’s good to know. I promise I’m also a normal guy,” Scott says, which doesn’t even remotely sound like something a normal guy would say at all.

Kip takes an exaggerated look around the apartment and looks at Scott with raised eyebrows. All right, he’s aware this doesn’t look like a normal place.

“I’m an athlete. I play hockey,” he says. “And so…”

“And so, money,” Kip laughs. “Okay. I don’t – I don't really know much about that at all, sorry.”

“No, that’s great.” Scott takes a big sip of his water. “It’s why, uh – I mean, I’m sure everyone tells you that, but I don’t usually do this? I really don’t. I never bring anyone back here, and I don’t date or anything, because obviously I can’t be out and – yeah. Money, but also...some other stuff.”

“You don’t date at all?” Kip asks softly.

“I’m not a virgin or anything,” Scott says, maybe a little too quickly. “Not that there's anything wrong with that. But I just – keep all that contained to when I’m on vacation somewhere no one knows me. If you ever need travel advice for gay clubs in Greece…”

“I’ll keep that in mind,” Kip says with a small smile. “So...that’s what you want out of tonight? A real date?”

Right. They’re supposed to be talking about the service Kip is going to provide for him. The service that he booked and paid for. This isn’t getting-to-know-you chit chat.

“I know it’s a little pathetic.” Scott shrugs. “But yes. Just...to feel normal for a night, I guess?”

“Yeah, of course.” Kip is so nice about this. Well, that’s probably also part of the job. “And it’s not pathetic at all to want some company when you usually..can't.”

“I thought maybe – I can cook something for you? And we just hang out for a bit, I don’t know? Watch a movie, sit on the couch. I don’t – like I said, I never do this.”

“We can also have sex, Scott,” Kip says, a little sparkle dancing in his eyes. “If you want.”

“Yeah. Yeah, I want that.” He bites his lip and looks away. Is it weird to just say that? “But if there’s anything you’re not comfortable with – just because I’m paying you, doesn’t mean –”

Scott breaks off when Kip reaches across the table to cover his fidgeting fingers with his own. His hand feels so warm on Scott’s, and Kip brushes his thumb over Scott’s knuckles just once. It’s enough to make him shiver.

“I will tell you.” Kip finishes his water and hops off the stool to walk around the island and stand close by Scott’s side. His smile is playful when he looks at Scott, and his voice just a little teasing. “And same goes for you, obviously. I mean, I am your boyfriend until tomorrow, so you can tell me anything.”

“Oh,” Scott breathes. Kip slips his arms around Scott’s waist, drawing him in until they’re standing chest to chest. He hadn’t expected Kip to be taking that whole boyfriend experience thing quite so literally, but now that he thinks about it, he wants it badly. His boyfriend. Even if isn’t real. Even if it's just for the night.

“Do you want to kiss me?” Kip asks quietly.



 

Jack-fucking-pot. Kip is so relieved. He had absolutely no reason to be worried.

For one thing, this guy is smoking hot, and honestly, Kip can’t believe he’s being paid money to have sex with him later. If someone like Scott as much as looked at him in a club, Kip would go home with him immediately and consider himself the luckiest guy in New York.

And then he’s nice, too? Worried about the sex worker he hired being in some sort of bad situation? Kip believes him that he never does this, even though he’s a typical type of client, really, according to Kyle’s stories. Closeted and lonely. Kip tries not to think about the fact that he's technically exploiting that to make money off of him, Scott clearly has enough of it. They can have a good time together and he can redistribute a tiny bit of his wealth he won't even miss towards Kip's student loans, everyone wins.

Kip almost told him that it’s his own first time, too, but he already said too much as it was. The conversation just seemed so normal that it felt right. He doesn’t really want to play a role for Scott if he's not sure he can keep it up. Well, not play a role anymore than he has to, by the definition of the job. But it's definitely not going to be an issue playing Scott's boyfriend for the night.

“Do you want to kiss me?”

Kip is usually a little more passive in his flirting, but he’s already been told that some clients can be skittish, insecure. And it’s his job to make them feel comfortable and help them tell him what they want so that he can make them happy. He thinks making Scott happy is going to be a lot of fun.

“Please,” Scott replies quietly and brings a hand up to Kip’s face, fingers sliding into the curls at the back of his head. “You’re so beautiful.”

He sounds awed and Kip can’t help the soft noise he makes in his throat. A guy like Scott is into him? It feels a little absurd, but also definitely not like the time to question it.

Kip presses up to his tiptoes to bring their lips together and Scott meets him eagerly. He’s a good kisser, if more than a little frantic, and Kip finds himself smiling into it.

“Hey, hey, we have time,” he whispers, brushing his lips against Scott’s again more gently, feeling Scott’s sharp exhale against his face. “This isn’t last call at some club in Greece.”

Scott huffs out a surprised-sounding laugh. “No, I guess not. Sorry.”

“Easy,” Kip breathes. “Don’t be sorry.” He kisses Scott again, and Scott follows his lead this time. Slow and sweet, finding the right rhythm, getting to know the feel of each other.

Scott moans when their tongues touch and wraps his arm around Kip’s shoulders, holding him close. Kip licks into his mouth, eager and wet, because he wants to hear that sound again, and he does. They kiss deeply for long moments, until Scott pulls away with some reluctance, pressing their foreheads together.

“That was…”

Kip smiles again and tucks his face into the crook of Scott’s shoulder, a quick kiss pressed to the side of his neck there. That was actually the best kiss he’s had in a long time. He still feels tingly all over.

“What’s for dinner, honey?” he asks, just trying out a button to press to see what happens. Scott inhales noisily and then laughs again, squeezing Kip and dropping a kiss to the top of his head before he lets go of him.

“Uhm, nothing elaborate, just – pasta and meatballs? Is that okay?”

Kip leans back against the kitchen island and watches Scott start to rummage around his cabinets for the ingredients.

“Like Lady and the Tramp?” he asks.

“What? No, I –” Scott laughs and shakes his head. “Yeah, I guess. Wasn’t the intention though.”

“Hey, you had romance on your mind. If that’s where it goes…” Scott is so easy to flirt with. Kip kind of loves everything about this.

“Now you’re just making fun of me.”

“Never,” Kip says with an innocent smile. “Seriously though, can I help with anything? I feel bad just watching.”

“Sit still and look pretty?” Scott offers and Kip almost blushes. He hasn’t been called that in a long time.

“I’m not sure I’m so good at sitting still.” He follows an impulse and goes over to Scott again, arms wrapping around his waist from behind. This seems like boyfriend behavior, right? It’s also very nice. He can feel how toned Scott’s body is even through his shirt.

“But you’re very good at being pretty,” Scott whispers, almost like he isn’t quite sure he’s allowed to say it.

Kip gives him a squeeze, breathing him in and dropping a kiss to his shoulder blade through the fabric. Maybe they can skip dinner…? No. No, this is Scott’s plan, and they’re going to follow through. A nice, domestic date night. That's what he wants, apparently, and that's what he paid for.

“Just give me a vegetable to chop and no one gets hurt.”



 

Scott’s head is still reeling from kissing Kip as he goes through the motions of making their dinner, idle conversation flowing smoothly as they work together. He’s never kissed anyone like that before – in his home, gentle and slow, knowing they’ll be sharing their breakfast the next morning. But Kip is right, they have time. Scott didn’t seek this out for a quick hook-up and he doesn’t have to rush through it. He can enjoy Kip’s company and let things between them build up.

Not that a lot of building up is really needed. Scott is half-hard in his jeans just from kissing Kip. It should be embarrassing but it’s been so long since anyone touched him. Months. The years are starting to feel longer and longer, and his summer trips ever shorter.

But this is already better than any of that anyway. They eat at the table, sitting side by side and with Kip teasing him a little bit – small touches, heated looks. Like he really wants Scott, and like he’s happy to be here.

How much of that is acting, Scott doesn’t know, but it probably doesn’t matter for the moment. He’s paying to enjoy a fantasy, and that’s what he’ll do. If it breaks his heart tomorrow when it ends and he realizes all over again that he will never have this for real and always be as achingly lonely as he is now, well – that’s a problem for tomorrow.

Scott quickly realizes he doesn’t really know how to talk to a boyfriend, so he just asks Kip how his day was. Because that seems right, and also because he’s interested.

Kip tells him about the classes he went to, the truly inadvisable amounts of coffee he drank during them (no wonder he didn’t want to sit still earlier), and a little about his other job at the smoothie shop that he’s happy he didn’t have to go to today.

Kip asks about Scott, too, understandably interested in a life that’s so different from his own, and probably seems so glamorous from the outside. There’s not much to tell though. He went to practice, to the gym, and then home. It feels kind of boring, but Kip seems fascinated.

“Are you – what’s it called, is it a season? Is that right now?”

“Yeah, I have game tomorrow night.”

“So when I go home tomorrow and turn on the TV, I’ll see you there?”

“I mean, if you aren’t tired of my face by then, you could do that.”

“I don’t think so," Kip says, like Scott is being silly. "But that’s crazy. I don’t know anyone who’s ever been on TV.” He chews his last meatball thoughtfully. “And there isn’t anyone else on your team, or on the other teams who’s gay?”

Scott blows out a breath. “Statistically? Yeah, there must be. But they’re sure as hell not saying it out loud. And I mean, I'm not, either. A couple of my friends know, but…”

“Huh.”

“And I can’t – I mean, I can’t do this to anyone. You know what I mean? Even if I met someone – somehow, which is unlikely. We could never – it wouldn’t be easy. I'd just have to drag him into the closet right with me. So, that’s why…” He shrugs.

“No, I get it. I really do.” Kip pushes his empty plate away and turns to Scott, a hand on his knee. “But you don’t need to think about that tonight, sweetheart.”

The pet name makes Scott’s breath catch. Kip is watching him carefully, like he’s trying out different things and seeing what sticks.

“You’re right, we don’t,” he says softly. He kisses Kip again, their tongues sliding together, and Kip moans into it.

“I’ll clear the table, you pick a movie?” Scott suggests when they break away, and Kip nods.

It probably sounds like an excuse to make out on the couch (which is definitely part of the plan), but Scott also wants the quiet parts of it, the parts before that. His arm around someone’s shoulders, around Kip’s shoulders, his warm weight pressed into Scott’s side. Maybe an argument over who gets the last of the snacks. A blanket wrapped around them and beneath it, maybe Kip’s hand slowly inching higher on Scott’s thigh.

“A movie you want to actually watch, or…?”



 

Kip ends up just picking whatever is first in Scott’s Netflix suggestions and gets settled on the couch while he waits for him. It might be unprofessional, but he is positively giddy for some good cuddles. Is it all going to devolve into taking each other’s clothes off very quickly? Probably. But something in him just wants to hold Scott. He just seems like he needs someone to take care of him.

Kip takes a breath and shakes his head, trying to dislodge that thought. He’s not here to adopt a shelter puppy. It’s a job. And it’s going to be a very fun job, because he really, really wants to have sex with Scott and enjoys being around him. But none of these things mean he should be getting attached.

“Hi baby,” Scott says quietly when he sits down next to Kip, a small bowl of popcorn in hand that he places on the coffee table. He sounds a little unsure, but Kip loves that he uses the pet name, loves Scott playing along, so he leans in and kisses him soundly.

“Hi.”

They barely watch the movie. Scott puts his arm around Kip and Kip curls into his side, hand on Scott’s chest, feeling the steady thump of his heart. From there, he trails his fingers up over Scott’s shoulder, along the hard line of his bicep and over the sensitive skin on the inside of his elbow.

“Kip,” Scott breathes, and lets his own hand wander. He strokes up and down Kip’s side, breath audibly catching when he finds a bit of bare skin where Kip’s t-shirt and flannel have ridden up. Kip shivers when Scott moves his fingers over it gently, slipping them under the hem of his t-shirt.

He continues his path down the inside of Scott’s forearm on his other side, butterfly touches all the way down until he can thread their fingers together. It shouldn’t be this hot, just holding someone’s hand, but Kip feels breathless with how charged the moment between them is. He reminds himself of what he told Scott earlier: they have time. They can take it slow.

Kip lets got of Scott’s hand and slides his fingers over his stomach instead, feeling the hard planes of his abs even through Scott’s shirt. He pushes it up a little, touching the smallest bit of bare skin just like Scott is doing for him.

“God, you’re so hot,” Kip says. He didn’t mean to, it just slips out, but the low, warm chuckle it produces from Scott makes it feel like that’s the right thing to say.

“You’re gorgeous,” he replies, making Kip’s cheeks heat with how sincere that sounds.

“Let me touch you.” Kip turns his face into Scott’s shoulder, his breath a little unsteady. “Okay?”

“Yeah. Please.”

Kip pushes his hand up under Scott’s shirt, through the soft hair around his navel and over his abs, tracing the hard line of his pectoral and then circling around nipple, making Scott hiss.

“Sensitive?”

Scott nods, his eyes closed, and then he whimpers when Kip gives it a pinch. Kip can feel his breath coming faster, Scott’s own hand on Kip’s waist scrabbling uselessly for more skin. Kip can’t wait to completely take him apart.

Scott squirms when Kip pinches his nipple again, making a desperate little sound. He wants more and Kip knows it.

“Shh,” he whispers to Scott, pretending he isn’t just as affected. “We’re just cuddling.”

Scott laughs, a little incredulous, the sound reverberating through his chest. “Sure.”

Kip rubs his nose against the side of Scott’s neck, breathing in what smells like very expensive aftershave, and follows it up with wet, open-mouthed kisses. Scott’s free hand flies to the back of Kip’s head, fingers burying themselves in his hair and softly rubbing against his scalp.

“Feels so good, baby,” Scott says quietly and Kip moans against his skin. He wants Scott’s fingers in his hair like that while he blows him. He wants Scott to say that same thing to him while he fucks him, or Kip fucks Scott, he really doesn’t care. He just wants more of him.



 

Scott can’t take it anymore. He drops both hands to Kip’s hips and pulls him into his lap – or tries, anyway, because there are somehow several body parts in the way, and Kip just starts laughing, half on Scott’s right leg and half off it.

“You want something?” he asks, a smile still tugging at his lips.

“This went a lot more smoothly in my head,” Scott admits. He keeps his hands on Kip as he swings a leg over to straddle Scott, arms looping around his neck. Scott swallows, just staring at him for a moment, so close. His beautiful brown eyes, the dimples on his cheeks. He really couldn’t imagine anyone better to be here with him right now.

“While we’re here,” Kip says, and shrugs out of his flannel, dropping it onto the couch beside them. Scott pushes his shirt up and watches Kip tug it off over his head and –

“Wow.”

Kip wouldn’t look out of place in the Admirals’ locker room, the way he’s all muscle from his arms down to his abs. Scott can’t help but stare, again, until he remembers he’s also allowed to touch. He runs his hands over Kip’s shoulders, down his chest and then his arms, feeling warm skin pebble into goosebumps under his touch.

“You, too,” Kip says urgently, ignoring Scott’s comment, and Scott helps him pull his own shirt off.

They kiss again, and Scott didn’t think that could be any better, but it really is now that he can touch Kip everywhere, has him so close.

“What do you want?” Kip asks against his lips.

He’s in Scott’s lap but holding himself up on his knees so they’re not touching and what Scott really wants right now is to feel Kip grind down against him. Everything about how Kip is acting is telling Scott he’s into this, but there’s still a flicker of doubt in his mind. If he could just feel him...

Scott slides his hands down Kip’s back until he can grab his ass, two handfuls of muscle and flesh through denim, and Kip exhales sharply. He pulls Kip in, down, and Kip groans into his mouth when they’re pressed together, just as hard in his jeans as Scott is.

“Fuck yes,” he mutters, rolling his hips and making Scott moan out loud with how good it feels. He pinches his nipple again, tongue in Scott’s mouth and his body a solid weight in Scott’s lap.

Scott kneads his ass in both hands and Kip reaches between them to unbutton his jeans and then Scott’s, his hands a little shaky.

“Let me take these off,” he mutters to Scott and climbs off him to get undressed. Scott does the same, far less elegant as he wiggles out of his pants, eyes glued to the bulge in Kip’s black boxer briefs. He just wants to get on his knees right here and get his mouth on him.

Kip, however, has other plans. He sits back down on the couch next to Scott and motions for him to lie on his side in front of him, so Kip can spoon up behind him. He even pulls one of the throw blankets over them.

“I feel like we’re not done here yet,” Kip tells him by way of explanation, his hand wandering all over Scott’s chest. “Gotta really get the full couch cuddle time in.”

“Yeah?” Scott asks shakily, gasping when Kip’s hand slips down enough to tease along the waistband of his underwear. Kip pumps his hips, his cock pressing hard against Scott’s ass through two thin layers of fabric.

“Yes, honey,” Kip says. “You always complain we never finish the movie.”

Oh God. Surely this is some kind of mind game designed to drive Scott insane. Kip has figured out all his weaknesses right away, not that it was so difficult. The fucking boyfriend experience is what Scott’s weakness is.

“You always –” Scott moans, squirming to get Kip’s fingers where he really wants them. “You always fall asleep, baby.”

“It’s because you keep me up so late.” Kip’s voice is breathy and low by Scott’s ear, fingers still dancing along the sensitive skin low on his belly, teasing him. “Always wearing me out.”

“Can’t help it,” Scott groans, grinding his ass back against Kip. “Can’t resist you.”

That seems to be the correct thing to say, or maybe it didn’t even matter what he said, but Kip covers Scott’s erection with his hand, his touch warm and sure. Scott moans, helpless, and feels himself twitch against Kip’s fingers.



 

Kip genuinely has no idea what he’s doing. All he knows is that he wants Scott, wants him badly, and he wants to play with him a little first. It’s not something that usually comes so naturally to him, but Kip, weirdly enough, has a degree of control here tonight that he doesn’t usually have. And also, he really just wants to give Scott the time of his life.

He wants a satisfied customer, is what Kip tells himself. Glowing reviews so his new boss will be impressed. And so what if he has a bit of fun in the process?

He keeps holding Scott and rubbing him through his underwear for a while, feeling a wet spot form at the front, and Kip feels crazy with how much it turns him on.

“Weeping for me, sweetheart?”

“Yeah,” Scott replies, the sound strangled in his throat. “Yes. Please.”

“You still haven’t told me what you want tonight.”

It appears, at this point, fairly obvious by the way Scott is pushing back against Kip’s cock, but Kip isn’t going to make assumptions one way or the other –

“Fuck me,” Scott rasps. “Please, fuck me.”

Hearing the words out loud makes Kip shudder down to his core and he distracts himself by slipping his hand into Scott’s boxers. Scott groans when Kip’s fingers wrap around him, his thumb swiping through the drop of precome at the top, spreading it.

“Of course I will,” Kip finally replies, when he feels like his voice is going to be steady enough. Scott is putty in his hands and Kip doesn’t think he’s ever found anything hotter. What is it Kyle always says he likes? Making powerful men sexually obsessed with him? Well, Kip is starting to get it.

“Bed,” Scott says.

Kip doesn't actually know where the bedroom is, and he really doesn't want to break character and ask, so he simply lets Scott lead the way. Scott is so into this domestic stuff. It's a whole new theme to dirty talk that Kip didn't even know existed. Or maybe they just invented it all by themselves.

Scott kisses him hungrily once they get to the bedroom, his hands all over Kip like he can't get enough of touching him.

"I want you so bad," he whispers, lips moving over Kip's jaw and down his neck.

Is this a good time for the whole safe sex discussion? Kip probably should have brought that up earlier, he thinks. Condoms for everything, company policy. But surely that's obvious anyway?

He breathes a silent sigh of relief when Scott grabs lube and condoms from the bedside table all by himself, so they don't have to break the moment with logistics.

"Come here," Kip says, stretching out on his side on the bed. "Let me give you what you want."

Scott stares at him again, the way he has been all night, here and there. Just a couple seconds, like his brain is stalling and needs to catch up with what's going on.

"You always do," he finally says, lying down next to Kip and pulling him into another heated kiss. "You always do, baby."

Well, then. Kip hopes he can live up to that part of the fantasy. He quickly pushes his boxer briefs down his hips and kicks them off, watching Scott follow his lead and do the same. Scott's cock curves up against his belly, hard and pink, the tip glistening with more precome. Kip wants to lick it off. He wants Scott in his mouth, he wants, he wants. But that's not what this is about.

"Can I touch you?" Scott asks, his fingers drumming against Kip's hipbone like he can barely stop himself. It makes Kip smile, seeing how impatient he is.

"Of course."

Scott takes a shaky breath when his fingers wrap around Kip, eyes slipping closed like he's fully focused on imagining what the cock he's holding in his hand will feel inside of him.

"I won't make you wait," Kip assures him, shivering at the touch. He's so into Scott's hands. He could touch Kip anywhere he wants, all the time.

"Yeah, okay," Scott breathes, his eyes dark when he opens them again, and glued to Kip's face. He's so intense all the time. "Let me…I'll get ready for you."

Kip just nods, and then it's his turn to stare, because Scott is a fucking vision. He coats his fingers with lube and draws his legs up, pushing two inside right away with a groan.

"Oh God." His voice is rough, and Kip's mouth suddenly dry. "Can't wait to feel you."

"Can't wait to fuck you," Kip replies almost automatically, his eyes fixed on Scott's fingers, pumping into him, curling inside and stretching him open for Kip. Does he like Kip watching like this? Does he want Kip to direct him, tell him what to do? He seemed to enjoy being toyed with a little, earlier.

Kip figures he should probably be doing something, other than contemplating what Scott's into, and rips open a condom, getting himself ready as well. Hoping he'll last more than a couple minutes.

 

 

Scott feels drunk on his desire, on just how much he wants Kip. And it's no wonder, after the way Kip teased him and riled him up. If the plan was to make him completely lose his mind, they're definitely more than halfway there. Kip is just so good at this.

He's leaning over Scott now, on his knees between Scott's spread legs, slicking up his cock as he watches Scott stretch himself open. He really is beautiful everywhere. Scott is so lucky.

He withdraws his fingers and glances up at Kip, and at least Kip looks almost as gone as Scott feels, flushed and breathing hard as their eyes meet.

"Yeah?" Kip asks quietly and Scott nods.

He tries to breathe through it, not to completely embarrass himself, but all hope is lost on that one when he whimpers at the feeling of Kip's cock against him, first blunt pressure and then the slight burn of muscle when he pushes inside, Scott's body adjusting to the feeling of him. It's been too damn long.

He can feel himself leak and twitch against his belly, and he knows he's way too on edge. He'll need Kip more than once tonight, he thinks, the idea of it making his stomach clench pleasantly. The knowledge that he can have what he wants, for once.

Kip moans as he starts moving, the roll of his hips slow and his thrusts shallow for now, but he's got Scott seeing stars all the same.

"Feel good?" Kip asks, breathless, and Scott makes a sound in his throat that doesn't even sound remotely like a word, but it has Kip smiling, so he probably understands.

Kip is so strong, too; of course he is, looking like that, and he grabs Scott by the hips and pulls him down onto his cock, driving deeper into him.

Scott groans, hands all over Kip again but with no clear aim, just touching him everywhere he can. Face, hair, shoulders. It's almost an afterthought to drop one hand to his own cock, pressed between their bodies. He's smearing precome over Kip's stomach and his own each time Kip fucks into him and there's something satisfying about that, like a mark he's leaving on Kip.

"Yeah, fuck. Touch yourself. Show me." Kip is panting, thrusting into him relentlessly like he knows exactly that's what Scott needs right now.

His knuckles rub against Kip's belly as he strokes himself, and Scott frantically thinks about how he hasn't touched him there enough yet, hasn't touched him enough at all yet, while he can.

"You look so hot doing what I say, baby," Kip groans, and then shoots Scott right in the heart, "so good, you're being so good for me."

"Oh fuck," Scott manages, and then he's spilling hot and pearly between them, onto himself and a little bit on Kip, and feels his eyes roll back in his head as Kip fucks him through it, babbling incoherently. It's absolute bliss.

Kip lets out another breathy moan and throws his head back, and Scott feels his body tremble between his thighs with Kip's own orgasm. Kip's chest is heaving with it, covered in sweat and blotches of red as he rides it out.

When he catches his breath and looks back at Scott, he's smiling that brilliant smile again.

"Well."

"Yeah," Scott says, head still a little fuzzy.

He watches Kip pull out and pushes up on his elbows, ready to get out of bed and get a towel or something, be useful in some way, but Kip pats Scott's thigh and shakes his head.

"I got it. You just…enjoy how you're feeling," Kip says, clearly amused by Scott's slight post-coital confusion. He wanders off to the bathroom still naked, and Scott tries not to sigh too audibly when he gets a good look at his ass.

 

 

Jesus fuck. Kip closes the bathroom door behind him, ignores the fucking size and general luxury of it because that's too much to process right now, and quickly disposes of the condom.

His heart is still pounding in his chest, and when he looks in the mirror, the face that greets him is glowing.

He did it. He just had sex as his job for the first time, and he did it well. He found some buttons to push that clearly worked for Scott, and honestly, they also very much worked for Kip, which was a really fun bonus. He hasn't had sex this good in a while. This is awesome.

Kip can't stop grinning even when he walks back out to Scott with a washcloth, ready to put the finishing touches on the service he just provided, because he knows little details matter.

Scott smiles back at him, looking fucked out and tired and happy, and he makes a soft noise when Kip wipes his come off his stomach, like it's some sort of kindness he wasn't expecting.

"Hey, come here," he says quietly.

It's so easy to crawl back into bed with Scott, to let himself be kissed and held close, and Kip thinks about how he hasn't had that in a while, either. How Scott has probably never had it at all. Why shouldn't they be giving that kind of comfort to each other? Kip isn't forbidden to enjoy himself while he's here.

"How are you feeling?" Kip asks, and feels Scott's smile against his cheek.

"So good. That was so good."

"Yeah?"

"Acting like you don't know it."

Kip chuckles, more kisses placed to Scott's temple and forehead.

"I aim to please, sweetheart."

"You please me," Scott mutters, sounding half-asleep already. Maybe he's one of those guys that just pass right out after coming. Kip can work with that, too. He's much too keyed up to actually sleep, but he can lie here in bed with Scott and hold him for a while.

Scott sighs, and Kip cards his fingers through his hair, watching his eyes close. Kip drifts a little, the even rhythm of Scott's breath grounding him into the moment. It feels like he's being trusted with something.

Scott doesn't sleep for long, maybe a couple of hours, and the first thing he does before even opening his eyes is tilt his head up to kiss Kip again, seeking out his mouth and licking into it with a sigh when Kip parts his lips for him.

They don't talk much that time, hands all over each other and both of them hard again, and Kip can feel how badly Scott wants him.

"Please," he says quietly, "please, Kip", and it's so sweet and open and honest that it doesn't even occur to Kip to say no to him.

Scott lies on his front that time, Kip peppering small kisses all over his shoulders as he pushes into him again where he's still slick and fucked open, and Scott makes a muffled noise into the pillow that sounds like a whimper.

"I got you, I got you," Kip whispers to him, going as slow as they both need to, and Scott makes the sweetest sound when he comes.

Kip does sleep after that, curled around Scott again and with Scott holding Kip's hand pressed close to his own heart.

They wake up in the morning still in the same position, and before Kip can even have a coherent thought, he's in the shower with Scott, being sucked off with downright unbelievable enthusiasm, considering the hour of the day. The hot water fogs up the room, everything smelling of sandalwood shower gel, and Kip smiles.

It's hard to believe that this is work. He's on the clock being paid for what feels like he's stumbled into some kind of dream. Beats blending smoothies for sure.

 

 

Scott looks at the time on his phone while he serves up pancakes and eggs for breakfast. They still have 40 minutes on the clock, so he can at least feed Kip before he sends him off. He almost feels a little bad for just how hard he made Kip work, but last night was – it was insane, like he couldn't even control himself. He doesn't know what Kip has done to him to feel so…so needy and insatiable.

Kip seems happy enough anyway, in a blue hoodie this morning and smelling of Scott's shampoo and shower gel when he comes to the kitchen, all smiles.

"Oohh, pancakes," he says excitedly, pressing a kiss to Scott's cheek. "Thanks, honey."

 Scott doesn’t think about how that makes him feel. Or that he will only have it for another 39 minutes.

“I, uh, hope I didn’t wear you out last night. Least I can do is feed you after all that,” he says instead and Kip laughs.

“Come on, you’d have to try harder than that. I’m great. I am hungry though, so I appreciate this.”

Kip asks about Scott’s game that night, but he doesn’t talk to Scott about hockey the way anyone else does. He asks about his friends on the team, and how it feels to score a goal. He asks Scott whether he enjoys playing, which is a more complicated question than Kip could know.

They end up talking for a while, and by the time Scott looks at his phone again, it’s already showing 10:20.

“Sorry, I’m keeping you,” he says sheepishly, but Kip shrugs.

“All that’s waiting for me is the library, so that’s okay. You’re more fun.”

“Thanks?” Scott doesn’t really know what to do with that, but Kip goes to collect his things and puts his shoes back on, getting ready to go.

“So, uh – I don’t know how to do this in any way that isn’t incredibly weird, but I want to give you a tip. It, uh – the message from your boss said that’s allowed.”

“Oh.” Kip looks at him with wide eyes, like he wasn’t expecting that. “Yeah. I mean, you really don’t have to.”

“No, Kip. Please.” He hands Kip a small stack of bills, watching his mouth drop open. Maybe he should have put it in an envelope. Maybe it’s not enough? 500 dollars seemed okay to Scott. He should have googled the correct amount for stuff like this.

“Scott, I can’t – this is a lot. This is way too much.”

“It’s really not,” he says softly. Kip is still holding the cash, looking at it like it’s going to burn him if he puts it in his pocket. “Please, take it. You don’t know what this meant to me. Last night, even today...just let me say thank you.”

“If you’re sure?” Kip sounds small, ducking his head a little.

“Very sure.”

“Well, uh, thank you, in that case. I mean, this is – thank you.”

Kip leans in to kiss him again, just a short brush of lips. It’s a little strange, now that they’re technically back to just being themselves, and Kip is off the clock, but Scott appreciates it all the more.

“Look, can I –” He breaks off, biting his lip. He promised himself it was a one-time thing. He isn’t looking to make it a habit, hiring sex workers. God. What is he doing? “Nothing. Just. I had a really great time, Kip. And good luck at the library.”

“Good luck,” Kip echoes with a laugh. “Yeah, you know what, I might need it. This paper is kicking my ass. Goddamn Mesopotamians and their paintings.”

He gives Scott one last smile and reaches out to squeeze his arm, looking like he doesn’t quite know what the appropriate way to say goodbye here is either.

“And good luck for your game,” he finally says. “You’re gonna crush it!”

And with that, Kip is off again, leaving Scott right where he found him 16 and a half hours ago. When Scott had no idea yet, how wonderful a Friday night in could be with the right person by his side.

Afterword

End Notes

Title from some nights by fun. (because yes I'm in fact that old)

A massive thank you to woodenducks for all the cheering and hand-holding while I was panicking about writing something that isn't a one-shot <3

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