It's only fair

You consider whether to hide the truth from him, but decide against it. Darryl isn't your friend, exactly, but he's been very useful these past few years. Lying to him isn't going to benefit that relationship, and you might need him again.

"Do you remember Mandy? No, wait, I know you do. Well, she's reared her empty head again, and in a big way. She kind of got me to agree to a GAME with her..." Darryl just sighs. "Of course you did, " he chides, "What is it, then? Who can fuck the most jocks in a week? Or did you pick a specific one, and whoever gets him first, wins? Nah, that can't be it or it would be over already." He finally shuts up, pondering. "Actually," you begin, not even trying to hide the annoyance in your voice, "Whoever is first to get any cum in her body, in any way, loses." "Cindy!" Darryl exclaims, "That sounds dangerously close to abstinence! Are you ok? Do you need me to-" You cut him off by punching him in the arm. "Ow! Ok, ok, I'll be serious. What do you get if you win?"

"It's not so much about what the winner gets," you explain, calming yourself, "It's what the loser loses. She'll belong to whoever's cum it was. Be his ****, indefinitely." Darryl stares at you, frozen in shock. You let him process things for a bit. "You- You're kidding?! Right? Surely even the two of you wouldn't agree to something like that? Risk letting someone own you like that? Completely enslaved to his will? Why would you ever-" He stops himself, shaking his head, but you see a smile creeping onto his face, which he quickly suppresses. "Unlike Mandy," you say, losing control of your temper again, "I can actually control myself. That slut is going to lose, and I'll finally be rid of her! I just need to make sure it happens the way I want it, and that's where this trans-whatever thing comes in. Sure, some random one-night stand will do the job, but it will be sooo much sweeter if I have a hand in it myself! Hey, are you even listening?!" Darryl was clearly lost in thought, but your forceful tone was enough to jolt him awake. "Yeah, yeah, sure. So, let's talk about what I'm getting out of this."