In bed with Jack.

Across the room, Jack wraps up his studies and spends the rest of his night watching videos on his phone. Finally, midnight comes around. Jack faces you.

"Hey, Josh, is it cool if we sleep in the same bed tonight?" he asks.

You pretend to be surprised. "What? Why?"

"Just makes it easier to sleep," he says. "I'm not gay or anything, if that's what you're wondering."

"No, I know that. And it's fine, I can sleep with you. It's just kind of out of nowhere, is all."

"Oh, no, I sleep with guys all the time. Just, like, in bed, not in a sexual way. Didn't you and I sleep together at some point?"

"Oh! That's right, we did!" you bluff. "So there's no reason we can't do it again!"

"Great," he says. "Just let me get ready here."

You watch him take off his shirt as he's done before you a hundred times before. Next he takes off his pants, something you've only seen him do when he thought you weren't looking. Finally, as if nothing were amiss, he pulls off his tight blue briefs. His backside sticks out, round and plump, over his long and lean legs. When he turns around, you see his smallish dick and balls, hanging free as if it were the most natural thing in the world. You search Jack's face, but there is nothing there of discomfort, nothing of shame. This is a man who trusts you in his bed.

You're already in your pajamas, so you climb into Jack's bed. Jack joins you as soon as he's turned off the light.

Your rules have already predisposed him to cuddling, so you bring yourself close to Jack and run a hand over his chest. You want to kiss him, but you didn't write anything about kissing in the rules, so you stick to feeling. Your hand glides down his toned belly and up around his shoulder. All the while, Jack smiles like he'd just received an innocent compliment.

You can't hold yourself back any more, so you ask, "Is it okay if I masturbate?"

"Yeah, go ahead," he says casually. "I think I might do that too. Is that cool?"

"Absolutely," you say. You pull off your pants and touch your cock. Jack touches his as well. You get daring. "Can I hold your hand?" you say.

"Sure, man," Jack says.

You're on Jack's right side, so he switches hands, jerking with his left and giving you his right. You take it, and you squeeze it. And for a moment, there the two of you are: a gay pervert and his naked, straight roommate jerking themselves off in bed, holding hands.

First you cum, then Jack cums, then you fall asleep in each other's arms.