Cum in a Glass

You dive into a cupboard and snatch a tall glass. You wiggle it at him, barely containing your enthusiasm for your scheme. "I'm going to make you cum, get it in here, and then use it to fuck that bitch up once and for all!"

Sam doesn't share your enthusiasm, it seems. He just frowns instead. "Really? This isn't a fucking clinic, you know." "I do know, which is why I'm not going to make you jack off into it by yourself!" "'Make me', huh. Right. Anyway, I suppose the long-term reward makes it worth it. Let's go, then!" Sam quickly pulls off his shirt, showing a very well-toned torso underneath. You think you might actually start salivating. Before the fabric has even cleared his head, he is closing the distance between the two of you, reaching out to embrace you again.

"Wait! Hold on!" You place your hands on his hard chest to keep the advancing athlete at bay. "You know the stakes of the GAME! I can't take any risks! I'll just jerk you off, and catch your cum in this." You hold up the glass again and give him your best smile, already knowing that there's no way he'll go for that. "Absolutely not," he says, almost offended, "just a shitty handjob? No. Here's a better plan: I fuck you long and hard, and pull out right at the end. The way you were looking at me back in that bar, the way you're looking at me right now, there's no point in denying you want it."

As if the negotiations were now suddenly closed, he lets his pants and underwear fall to the floor. His cock is just as appetizing as the rest of him. Even in its soft state, it is already impressively long and thick. It's almost enough to break your focus, but not quite. "No, it's too much of a risk!" Shit, you're not going to get off easy here. What should you offer him in return for his compliance?