Chapter Text
It had been James that had brought him into the fold, initially. Accidentally, even. Mostly because he’d been having a terrible night and his version of blowing off steam was not fighting, fucking, or even drinking. He had something specific that he liked, and hadn’t even been looking for it, but when he’d passed by a boy on Smith Street wearing a SnapBack and worn jeans, looking like a pretty little angel, he hadn’t been able to resist at least offering.
“You want to… buy me new clothes? You realize I’m not a charity case, I’m clearly just a working boy.”
James had gotten the boy alone in an alley, and it was two hours til Andrew would open up the shop to get ready for the day, even longer til it was open for customers. The boy had lovely green eyes that made James happy, and a smile that was a bit familiar, for some reason. He also had a wicked sharp jawline and James wanted to see him dressed up in obnoxiously rich clothing that he likely could never afford himself.
It wasn’t the price of the clothing that did it for James, it was the fact that James could provide that for him, and quite possibly take some pictures of that. The boy was shy as well, clearly confused with the odd request, and James just wanted to see that nervous look light up at the feeling of soft silk and pretty patterns.
“It’s not charity. Call it a fetish, if you will. I’m a tailor, and I personally like designing for pretty young men, but the… part that pleases me, if you will, is being a bit of a sugar daddy about it.”
Eggsy raised an eyebrow. “I don’t know if you’ve noticed, but Smith Street boys aren’t the sugar baby type.”
“I didn’t come here looking for one, you just happen to be the type I find so very delightful.”
Eggsy snorted. “Bruv, I don’t even know if you’re an actual tailor, you could be asking me to drive to a quiet place you can kill me at.”
James couldn’t help the way his eyes softened a little. Eggsy was up against the wall, only actually touching it at his bottom while he looked up at James. He was so tiny, big eyes, James was already designing in his head. He was one of the few who were so entrenched in the part of the business where they actually made suits, pleased with the art and how it all worked. He’d probably never be as good as Andrew or the other tailors they hired, but he loved it. Being lesser to their other tailors was still a damn sight better than most of the rest of the tailoring world.
Something dark, to show off that pale throat, but something in a younger style. Younger, like a younger patron would get, but not quite as modern. He could put the boy in all sorts of things.
“If I wanted you dead, it wouldn’t need to be that hard. How about a thousand pounds through PayPal at this very moment.” Half his coworkers didn’t even use PayPal, but James had use of less formal ways of sending money, and found his preferred type typically used it.
“No bloody way, no one just… does that.”
James smirked a little, leaning in so he could box the boy against the wall a little. He didn’t need to fuck him, he wasn’t lying when he said he had a sugar daddy thing, it was addictive to buy things for others, and making the boy a beautiful suit would send a spot in his chest rumbling like a pleased lion. Not a lion, as in violent. A lion, as in a lazy male basking in the sun while their cubs played with their tail. Rumbling, like they’d had a pleasant meal and all was right with the pride.
But he also wouldn’t mind getting those pretty legs wrapped around his waist, making him whine for another reason.
But in the case of that, it would have to be mutual. Not because paying for sex was wrong in any way. It was the oldest profession in human history, and there was no shame in it. It was because James only wanted it, if his partner actively did as well. He was clearly paying the boy for his time in other ways, and if the boy showed interest, well…
The boy cleared his throat, a mix between nervous and excited, and James watched him squirm just the littlest bit before he pushed off the wall. If James wasn’t mistaken, those pants looked tight.
“Oh, um, you know what? Sure. If it goes through, yeah.” He gave James his PayPal contact into, and James was only just vaguely surprised to realize he hadn’t asked the boys name before now. Eggsy. Cute.
If James got him anymore flustered than this, he’d just have to make sure the boy knew James could pay for other services, but only if he wanted it as well. For all James knew, he might have given himself a Pavlovian response to being pressed against a wall by taller men; or maybe just older ones. It could be just a regular response for him, without actual want in it.
James had always been interested in sex as a study. He had had the highest NLP scores out of the training program since Harry Hart. It wasn’t that he was so great at sexual appeal, he was just sort of obsessed with giving partners what they wanted. He was a spy, he was supposed to know what they wanted. He knew now, that Eggsy wasn’t unattracted to James, he wasn’t upset at the idea of being dressed up, so much as not really understanding the point. He could tell that Eggsy liked the way James had looked, if only because that meant he had money, and unlike a lot of other agents and Kingsman workers, that was actually more attractive to James. A boy going for him simply because he could afford to spoil them.
James finished sending the payment through and showed Eggsy the screen. Eggsy gulped, waiting to see if it worked, and he had a ping on his phone within a minute. He checked to see if the funds were actually going through, and they did. “Holy shit.”
James grinned at him. “I have a cab service I can call, or would you prefer to find one yourself.”
Eggsy bit his lip, looking out to the street. “Ain’t even got your own car?”
James shook his head. “The company I work with prefers us to use their cab service. They’re quite safe, but I understand if you want to control how we get there.”
Eggsy sighed. “If yours is faster, that’ll work. I… I mean I guess this could take all night. Are you sure you won’t get fired for taking someone into your work in the middle of the night?”
James didn’t exactly admit that they had a personal fitting room towards the back of the shop where they could… invite guests. They had an understanding that they were allowed to do so at their own discretion, as long as suits made by their actual tailors were properly paid for. James would be making this himself. “No, we have an understanding, about this sort of thing.”
Eggsy flushed a little, and James assumed he probably thought James meant they had a room you could bring people to for sex, or something. To be fair, he’s had sex in the private fitting room, but that was mostly because he liked dressing up young men that much. Eggsy might not even believe James that this was an actual outfitting, and not just an odd request. “O-oh. That’s quite an interesting understanding. I… yeah, let’s go.”
***
Eggsy could barely believe it. They were actually in a tailors shop, in the middle of the night, and he was being led to a private fitting room. James had his arm slung low around Eggsy’s waist, a single hand running up and down til Eggsy’s skin was tingling and sensitive. Eggsy twitched a little as that hand gently squeezed his waist. “Hmm, you are quite thin. We may have to leave a bit more breathing room than normal.”
Eggsy frowned. “Bit more breathing room? But you just said I’m thin.”
James frowned right back, looking oddly reproachful. “One would hope, sweet boy, that putting a bit of weight on you would be easier with a fuller bank account. Unless you stay slim on purpose.” Jesus, that was blunt. Eggsy couldn’t help the way his cheeks flushed at that. James held open the door to the fitting room, and led him to a seat along the wall.
“My mum’s pregnant, it’s why I’m trying to save up a bit. Don’t think my stepda will bother helping much to prepare.”
James hummed at that. “I can easily pay for several sessions with you, regularly even. It will take at least one fitting and one final session to make sure it all fits, anyways.” Like any other boys before him, Eggsy would be encouraged to come to a function or two on James’s arm, or even just a date at a lovely restaurant where James could show him off a little. But the temptation to get him coming back was that each session with James would pay at least at much as this would.
Eggsy looked conflicted between annoyed and confused, before it settled into acceptance. “You want to pay me more like you would an escort.”
James carefully started to unzip the jacket Eggsy wore, eyeing up the white and grey striped polo underneath. Such a pretty boy, such an unfortunate outfit.
“If you accept doing escort work instead of simple sex work, I could be quite gentlemanly about it. I know that some working boys don’t always want that, and I have specific tastes. Sometimes they feel discomfort with me treating them more like a date than a worker. I do promise you though, I would be fair in understanding the fact that this is work to you.”
Eggsy didn’t seem to know what to say for a moment, and opened and closed his mouth. He finally got out, “I can accept it feeling like a date, but I’ve never been on one with a bloke, and maybe others felt uncomfortable because it feels like we don’t exactly fit in-“
James gently squeezed his hip, noting the way Eggsy settled down immediately, looking down at him. The way he knelt for a working boy, while still being so clearly in charge. “If feeling as though you do not belong in this world is the issue, then you need not be seen by others. I feel no shame in your presence, and I know quite a few of my coworkers don’t mind escorts in the slightest. You’d be shocked how many professionals come in here on their sugar daddy’s or mummy’s arms, getting fit for a nice suit. Everyone in the world has unique preferences, even when shared with others, none are all the same.”
Eggsy looked at James like he couldn’t believe the man was real, and James gave another soft squeeze to his hip and stood. He made it look smooth, but he was testing the waters as he slid up the man’s body, his hand ending up on that lovely jaw so he could gently drag Eggsy’s face up.
Eggsy let a hand drift to James’s wrist, holding so softly, and his cheeks flushed, eyes dilating big. “Okay. I don’t know I can't do something if I ain’t tried.”
James smiled. “Good. I’m going to go get the fabric samples I want to try on you. I think you’ll look lovely in silks.”
Okay. Yeah. He actually wanted to dress him up. So strange. He could handle a night where his client wasn’t looking to get in his pants.
Even if that meant he’d still be craving a hard fuck sometime soon, since he couldn’t openly date or pull with guys. Not with Dean around.
***
Eggsy was just about ready to fall to his knees and beg for something, anything even. He’d take a rough throatfuck, rutting into the man’s leg like a needy dog, presenting for him in the middle of the main room, anything. He had never imagined how much of a tease it was to get fitted for a goddamn suit of all things.
He’d been told all sorts of things, stuff about how he’d look good in golds and greens. He’d found out that the man had a weird fondness for overalls in a way that made Eggsy want to let him play dress up with him. He found out about waistcoats and their cuts, he’d learned about the history of cashmere.
He didn’t care. He wanted let the man fuck him up against the mirror, just make the man stop taking measurements and running soft silks and wool over his body to compare colour swatches. He was down to nothing but his pants, and he couldn’t imagine the man was getting good readings with how hard Eggsy was.
“You have perfect thighs, I bet Michael would adore them. He likes pretty thighs in short skirts.”
Eggsy flushed a little, voice less protesting and more confused. All his blood was in his cock, not his brain, except for the blushing. “Not a bird.”
“Hmm, I didn’t say he likes women. He has a similar interest to my own, but he prefers sexually feminine clothing. Mini skirts, pretty panties and blouses.”
Eggsy whined a little. “Tailors really like clothes.”
“We do. Are you perhaps a dancer? Your calves and… feet…”
Eggsy giggled so hard he snorted, feeling a little sex drunk, and he hadn’t even been touched like that. “Gymnastics, then free running and climbing.”
“Free running?”
“Yeah, like, climbing buildings and jumping across to other buildings. Parkour, n all that.”
James nodded slowly. He didn’t quite know it by those names, but he was pretty sure those were those stupid stunts Galahad pulled that had Merlin ranting at him. “Hmm, quite hard on the feet, I guess.”
Eggsy wasn’t even turned off by the blunt way he said those things. Eggsy’s feet were covered in bruises and callouses, he had several spots taped up and one was even bleeding through, which had made James pause before he pulled out a first aid kit and had Eggsy sitting down again, tending to the little wound with the type of care that Eggsy had not felt in a long time.
Which meant even his hard on didn’t subside, but felt a little tighter.
James gave Eggsy’s ankle a little kiss on the leg he had rebandaged, and Eggsy wanted to beg for his touch again. Beg in the worst way.
James wasn’t even doing this all as pretense. He was actually sketching out designs in a little notebook, putting fabric samples in piles with small coloured pins in them.
And Eggsy couldn’t help but want to know what came next. Would James really make him a suit and ask him to come back? Would he dress him with as much care and teasing touches as he had given him today? Eggsy’s thighs pressed together a little, and he whimpered as James looked up at him with that teasing grin.
“You have such a lovely body, tailoring you will be like putting paint to a canvas that transforms all works into masterpieces.”
Yeah, that was Eggsy’s breaking point. He basically lunged off the seat he was on, getting just enough leverage over the man that he could straddle his hips, hands going to either of James’s shoulders while he started to pant at the feeling of pressure on his cock. He could tell that James had been aroused the whole time he worked on Eggsy, but he could feel so much more than he could see in those pants.
“You are such a tease. Will you fuck me? Please?”
James grinned much wider. “Well, since you’ve asked so nicely. What do you charge?”
Eggsy pulled back, not offended, but confused. “I… charge? But I’m the one that asked you. You already paid me?”
James raised an eyebrow at him. “I offered that as an incentive to go to the shop with me. To pay for your time letting me plan to dress you up. Even escorts have different prices depending on what happens during the date.”
Eggsy flushed a little, looking away and mumbling a price. James pulled out his phone and made short work of that, and Eggsy was still too keyed up to check when his phone chirped, moving down to slot their lips together. James made a happy little hum, and Eggsy suddenly found his ass held in one hand while the other went to the nape of his neck, and holy shit this guy was strong. Eggsy whined, trying to thrust against him, but James didn’t let him, keeping perfect control over him.
Eggsy was ruining his pants with all the pre he’d spit out over the past hour since James had started to truly tease him. He couldn’t even pull back from the kiss to beg for more until he started to go lightheaded and panted against James’s mouth, little gasps at the feeling.
He whined as James lifted him by the hand on the back of his neck, even as his head rushed from the oxygen and remembered he’d wanted to beg him to get fucked.
“Can you please fuck me now? You’ve had your hands all over me for so long, I feel like I’m buzzing.”
James flipped them over with what looked like no effort, making Eggsy squeak at the movement, and Eggsy felt like these pants were completely ruined at this point, he was dripping enough that he could have used all that precome to open himself up and get used already. “I quite like that part of the process, sweetheart. It’s so much more intimate when I get to play with my boys. You would look lovely in those silks, make no doubt about that, but you’re such an easy little thing to tease. You’re so receptive to touch.”
Eggsy whined, pressing up into him with desperate little gasps, moaning as James ground down into his cock, pulling soft sounds of breathless excitement from him, Eggsy trying so hard to pretend he wasn’t on a hair trigger and so close. James pressed down on him enough that Eggsy could feel weight against his chest. “You’re so good for me, can you answer a few questions?”
Eggsy whined, nodding. “Yeah.”
“Sweet boy. Can I fuck you? Are you actually a bottom, or do you want me to ride you? I can do whatever makes you feel best.”
Eggsy whimpered. People going to a street worker tended to assume they would bottom, and honestly? Eggsy did prefer that, about ninety-nine percent of the time he wanted to get fucked. Topping didn’t really feel any better to him than using his hand or having a mouth on him. He thinks the sensitivity just wasn’t as much as his ass.
But it was lovely to be asked. Being asked made his head spin a little with excitement. He… he was a sex worker. People didn’t ask how he wanted it.
“Bottom, please. I like to bottom the most. Will you fuck me?”
James leaned in and kissed his nose, before rubbing both their noses together. “So good, asking for what you want. I’ll fuck you like you want it. Get into whatever position you want most, I’ll get the lube and condoms.”
Eggsy felt his head spin as he wriggled onto his side a little, eyes following the man going to get the supplies -including a couple towels and bottles of water from a mini fridge in the corner? This place is wild- and pull off the slacks and button down he had stripped to earlier, leaving him in only his pants as well. He came back to kneel in front of him again. “You guys just… have that in here?”
James gave a playful little smirk. “The management and staff have some… agreements. This is one of the only rooms where security footage is automatically deleted after a week bar emergencies.”
Eggsy had noticed the camera in the corner, but had forgotten about it, and gave it a nervous look now. “You won’t get in trouble for this?”
“Of course not. And if you give permission, our manager of IT can check it over, some people are into that. Or you can demand a fee, and be compensated every time it’s viewed. Or you can tell me now that you don’t wish anyone to view it, and I can flag these hours as off limits.”
That was so stupidly hot for some reason. All of it. The consent of it, especially. “You guys are a bunch of horny bastards.”
James shrugged. “Well, we have a lot of interesting people on staff.”
Eggsy blushed. “I… I don’t even know about charging someone for that, I guess… I don’t know, if it’s already happened, and it’s not gonna get saved and posted anywhere, people can watch?”
James nodded quite seriously. “If that’s how you want it. And if you wish to change that, you can also mention it later. Now, sweet boy, what position do you want me in? I’ve had quite a bit of fun, and I think you should get some relief as well.”
Eggsy wriggled a bit, getting his thumbs under his pants, letting James help him pull them off. He straightened his leg that was against the floor, and lifted the other one up to put his foot on the ground. “Like this?”
James pulled off his own pants, and slipped over that straight leg, and helped pull the other one over his right arm, propping it up enough that Eggsy was pulled wide open on his right side, James’ cock pressed against his backside. “Is this good for you? Can you get stretched in this position?”
Eggsy nodded, grabbing the jacket he’d come to the tailor shop with, making a little pillow out of it that he could hold his arm around and pillow his head in. “Yes, please.”
James poured the lube on his fingers, smoothing it around to coat three of them, about how many he thought Eggsy would need for James’s cock. Lord save the boy if he ever tried to take Merlin or Caradoc with less than four fingers to stretch out with first. But he was such a thin boy, James wondered if they could see their cocks through his little tummy while fucking him.
Eggsy was right about them all being horny bastards. But they were all lovely, they couldn’t help but fall into bed with each other, or share partners quite often.
Eggsy’s little gasp as James started to push his fingers into him, just one to test, and Eggsy didn’t argue with him, just panting into the jacket he was pillowed on, letting James control the pace entirely. He was also eager enough that working up to three fingers was rather quick. He’d have to play with that at some point, teasing that little hole until Eggsy was begging to come and milking his prostate.
He could bind Eggsy’s hands with one of the ties he planned on making. He’d look lovely with forest green ties. If Eggsy let him do this again, he’d make the most of it until the boy begged him to stop.
He couldn’t resist some direct stimulation, checking to see how much of a bottom Eggsy really was, playing with his swollen prostate until he was whining into his jacket, legs twitching and hole starting to flutter.
Very sensitive. Good.
He rolled on the condoms and hiked the leg over his arm just a little higher, making Eggsy whimper, and slipped the tip of his cock into that slick hole. He was tight, but the head had gone right in, eager to swallow him up.
Eggsy was in a completely new situation. It was like James was constantly waiting for him to beg before he moved on, and maybe that’s part of what did it for him, begging and pleading. He hadn’t stopped feeling that hot ache in his lower back since James had started to fuck him, and maybe he should have picked another position, because he was not going to last long in this one. He’d probably embarrass himself within minutes.
“Please, please fuck me, promise I’ll be good.” He couldn’t help the way that came out. He always had scripts with dominant clients. They either wanted a good boy, or a naughty boy, and the way James acted, he was looking for a good boy.
Which is great, because it kinda felt icky being called a bad boy while getting fucked. He tried so hard, can’t he be a good boy?
James started to slide in, and Eggsy’s eyes rolled up a bit. Christ he was a good size. Perfect size for this position, that slight squeeze of one leg being pulled down making it feel bigger, and the way it started to scrape past Eggsy’s prostate as James shifted his hips just a little~ Eggsy started to bite on his fist in overwhelm, eyes fluttering a little.
“Hey there, hey, you don’t need to hurt your little hand, come on good boy.” James slid in to the hilt, sitting with his cock inside the whining boy, and leaned in to pry that hand out of his mouth. “What’s wrong, sweetie? Do you need something to suck on while you get fucked? Is it that overwhelming?”
Eggsy whined, nodding. “It’s a lot. It feels so good. I don’t think I’ll last.” Even as he said it, his hips were twitching back and forth, gently grinding on that big cock as he said it. It just felt so good.
“That’s okay, sweetie. Do you think you can suck on my fingers without biting me?”
Eggsy whined, opening his mouth eagerly. James laughed, feeding two of his fingers into the boys mouth, letting him suck them most of the way down, his fingers just barely hitting the back of his mouth. Eggsy didn’t gag once.
“Good boy, you’re such a sweet boy for me. Eggsy, if you need to safeword just squeeze my wrist, okay? Do you think you can squeeze that for me?”
Eggsy gently wrapped one hand around James’s wrist, before squeezing down on it and loosening his hold again. James nearly cooed. “Good boy, thank you so much. Now, if you can, I’m going to to overwhelm you a little. Your body is so sensitive, I think you might like it a bit, is that okay? Tap once for yes, two for no.”
Eggsy gave a single tap, before going back to holding his wrist.
“So good for me, thank you.”
Eggsy’s head was already floating, but he felt like his body was singing as James started to thrust, turning just a bit so he was fucking right against Eggsy’s prostate with every thrust. James was really trying to get him off good. Maybe he wanted Eggsy to come hands free, but thought it might overwhelm him. Honestly, Eggsy liked coming without being touched. It was one of his favorite things about bottoming to really good tops.
Most men were not that great of tops, but James was. He sped up a little and Eggsy started moaning around those fingers, feeling the heat in his lower back start to spread, and he was so close, so very close he couldn’t stop clenching around that cock. His own was making a mess in the condom James had rolled down. James pulled his fingers back just enough that he could slip in a third, and didn't stop til they were at the base this time, making Eggsy start to gag, his eyes fluttering up and gasping when his hole clamped around that cock, pulling him tight as he started to come. It felt like heat exploding out from his tummy, whole body clenching and pulling the cock in him tighter.
“Good boy, that’s such a good boy. Okay, that’s one, now just one more if you can for me.” Before Eggsy could think that over, his cock was fucking faster and harder into him, and instead of winding down, Eggsy felt the heat in his stomach go hotter, and he shoved a hand in his hair to pull at it for an anchor as it felt like he was floating, spine curving sharply as his leg started to shake. This one felt deeper inside, made him shiver more as it burnt him from the inside out, and he started to cry around those fingers. It crashed into him like a hot wave, and he drifted away, only knowing that his body was singing again, but in a better way this time, and the cock in him came to an eventual stop. He sighed, giving a sad little moan when it pulled out, and then his mouth was free, but letting himself be positioned on his back, feeling the way James started to clean him gently, hands more firm than they had been before they fucked, running over his stomach and sides in a gentle pet until Eggsy sighed and came back to himself.
He fluttered his eyes open, looking at the man in exhaustion. “Hello, James.”
James smiled at him. “Hello, sweet boy. Did you enjoy that?”
Eggsy gave a little wriggle and a sigh. “So much, ta.”
“Quite welcome, sweetheart.” He gave a soft little kiss to Eggsy’s nose. Again. It was cute.
It was a great night. James had led him to a bathroom upstairs, letting him get cleaned up and redressed in his outer clothes and a new pair of pants. His original ones were probably a lost cause. And then James had sent him home in a new cab by the same company, his number programmed into Eggsy’s phone. He gave Eggsy the softest kisses that made Eggsy’s legs weak and encouraged him to text, and that James would get into contact when he was ready for Eggsy to come in to get a proper fitting for the suit.
That really was happening, huh?
When Eggsy got in the cab, the sun just starting to come up, he looked at his phone’s notifications, and realized that James had tripled what he said he charged for sex.
This guy was really legit. If he didn’t get a dispute claim within the next few days… well, maybe he could go back to him to see about what else Eggsy could do to… amuse him.