"You think you wanna do that again?" Toby asks me mindlessly. We're in his room, playing Smash Bros on his Switch like we used to do next door. Toby's bedroom is slightly larger than mine, and he has enough space in here for a sizeable TV with an opposing couch, which the two of us are sitting on now. He's beating me in a stock match, but only barely.
"No, I think it's a bit too intense for me," I respond. We're talking about my outfit just a couple nights ago, the one where, for all intents and purposes, I was collared and shaped into a womanly figure. "I'll admit, I like it... but it's finnicky. It's not always my bread and butter. I... I like the simplicity of layers, and my actual body. Most of the time."
"I do too," Toby lightly agrees. "But you wanted to be prepared. For Doherty's business," he continues tentatively. I falter a bit in my gameplay at his words but quickly recover. Both Toby and I are still deliberating our potential future here, but right now we haven't landed on the same page. With me, I'm not certain I'm ready to jump into a committed role so soon, but I'm definitely liking the prospect. Toby, on the other hand, is on the fence. He definitely likes the lifestyle that Doherty so graciously provided for him, but he also values his freedom, his independence. I've no right to convince him to decide either way, so we usually don't go into depth about our prospects.
This conversation is breaking that silence.
"I figured I should know what'll be asked of me,
if
I decide to say yes," I explain, and then we focus on the game for a minute, the sound of our joysticks toggling and gameplay music filling the room. "Money's money, and I don't imagine any other job I accept will be so... erotic, I guess."
"Do you think it's like a brothel?" he asks suddenly, and pauses the game to look at me. I scoff.
"Un-pause the game!" I exclaim, and after raising his eyebrows and teasingly mimicking me, he does so. Within another minute of us playing, he beats me in the match. He places his controller on the small coffee table in front of us.
"All I'm saying is, we're not going to know what we'll be getting ourselves into until we see the place and look at the official contract," he points out, and I sigh.
"You're right," I admit.
"Aren't I always?" he says, wearing a smug look on his face, and I push him by the shoulder. Toby's always in need of a little cajoling; he's far too playful for his own good, and I'll take any excuse I can to touch him, whether he's covered or uncovered. Toby's a bit of an exhibitionist when it comes to choosing his daily outfits, it seems, and today he's wearing only a slick red-and-white wrestling singlet. I've opted for forest green unitard, my hands, feet, and head free from cover. Better to handle controllers with.
"You're not nearly as clever as you think you are, Toby Stone," I say.
"We're using full names now? No 'sir' or 'master' for me, then?"
"I'd hardly consider you my master," I retort, and his playful expression hardens.
"Oh yeah?" he asks, begins crossing the space between us menacingly. "Why don't you turn over and I'll prove you wrong?"
"What if I don't?" I ask, backing up against the arm of the couch. Toby pounces on top of me with a growl and I'm nowhere near capable of fighting back, my wrists pinned down by his hands in mere seconds. His face is only a few inches above mine and he has a wicked smile, and before I know it, he's flipped me on the couch. He holds me there by the small of my back and I squirm around trying get out from under him, but it's no use. Toby weighs down my legs with his own and places his firm cock against my ass, grinding his hips into me, proving me wrong. He leans over my body and puts his face by my ear.
"Say it," he whispers. "Tell me you're sorry." I can feel the way he insists a response by how firmly he grips me, the tip of his covered cock now aligned with my hole.
"Sorry,
sir
," I manage, and he laughs, continuously teasing my ass with his rock-hard member.
"That's not what I want to hear," he explains, and a shiver runs through my body, realizing I'm completely submissive to him in this moment.
"Sorry... master," I whisper again, and he tenderly bites my ear.
"There, that's better, isn't it?" he asks in a lighter tone. His grip on me loosens, and he allows me enough space to roll on my back to face him. We're still very, very close. "That wasn't too hard."
"It was
very
hard."
"
Hey
. I'm the one with the bad jokes around here. Lay off my turf," he says, then lowers his face to my neck and kisses me there, once, twice, many times. It's like electricity against my skin, and I writhe around helplessly until he finishes. Then, when he finally lifts his head to look at me once more, his expression is slightly more serious. "We do need to talk about this, though. We don't have a lot of time." I sigh again.
"Toby, my honest feelings are... I don't think it's a bad idea. It's a job. A well-paying job, the way Doherty describes it. Besides, we always have the choice to leave."
"Yeah, as long as it doesn't compromise our contracts. What if we decide one day that we're unhappy?"
"Do you really think you'll get up and change your mind in a single day? To the point where staying would be unbearable?" I ask, and he mulls it over. "If you decide it isn't right for you, I
guess
you'd have to deal with it until the end of your contract. But I can't imagine it becoming truly unbearable." I'm suddenly aware his warm, hard cock is pointed up and aligning with mine, but we're tame right now, civil. I try to keep focused on the conversation.
"I guess so..." he grumbles, stuck in thought.
"Maybe we negotiate a package deal. You and me, together, or else it's quits," I pose. His whole body perks up.
"You'd really want to go into a contract with me?" he asks.
"Well, you're the only person I can really rely on right now, being in the same situation and all. Plus that whole, 'I like you' thing."
"Right,
that
thing," he repeats. "We can try to negotiate that, then. I'm not sure how well Doherty will respond."
"And if he says no?"
"Then... we say no," he concludes. It seems like a good way to go about things. I can be relieved, now, knowing that Toby and I are on the same page. I remember something he mentioned just a couple minutes ago.
"Oh!" I say when it comes back to me. "And we'll need a tour of the place before putting our names on any papers."
"Definitely," Toby agrees.
Again, relief.
Given that he's paying us to stay in this house, Doherty doesn't like us squandering much time without seeing him, so not long after we finish gaming, Toby and I prepare a game plan. We'll need to talk to him about our future terms, so our methods of buttering Doherty up consist mainly of getting in his favorite gear. Doherty loves to see our bodies fully covered, often commenting that it's one of the better ways to appreciate the human form—we're "unmarred by detail and individuality," he artfully remarks—so we sneak into the basement and dress each other up in matching deep red zentais, taking our time to make sure they fit our measurements. Doherty, curiously, has supplied this basement with multiple sizes of the same suits for any potential visitors, so our prep-work and size-finding is relatively thorough.
After stepping back up the stairs, Toby lets me have the honor of knocking on Doherty's bedroom.
"Boys? Come in, come in," he says, and we enter to find him on his bed, wearing his bathrobe and reading glasses, dutifully typing onto a laptop. He doesn't even look up at first, probably expecting nothing but our casualwear, as tonight is more of a night for him to catch up on work.
"Sir," I say seductively, and that's when he looks over and sees the garb we're in. He lowers his reading glasses to take us all in and then removes them entirely.
"Why, boys, this is unexpected."
"You don't mind?" Toby asks from behind me. I walk to the left side of the bed, Toby to the right, and we slip ourselves onto the mattress, our bodies facing him. This feels different, to even moderately turn the game around on Doherty. But the older man has clarified more than once that he's merely a voyeur for us, so we don't make contact. "We were hoping to ask you a couple questions." Doherty slowly grabs the top of his laptop screen and closes it, then gestures for me to put it on his bedside table, which I do. He sits up a bit straighter and crosses his fingers in front of his belly.
"We were talking about what would happen after our thirty-day contract with you, Sir, wondering what would happen if we joined your business as... what did you call us? Escorts?" I asked, mindfully poking at the sheets between me and him with one finger, making a small circle.
"That's correct. Your job would different from an actual escort's, but we find the title fitting enough," he explains. Toby, then, picks up talking about our proposition instead of me, making sure that Doherty gets a good look at both of us.