He taps me on grindr, tells me that I look sweet, says he loves trans guys. He sends me two pics, one of his face (handsome, well-groomed, slightly devious smile) and one of his dick (not terribly long, but thick and prominently veined, fully erect).
He promises a good night, all on him. He says to dress nice, cause we're going out.
I get into his car at 6 and he takes us downtown to that new restaurant everyone's been talking about. I don't notice how many cocktails I've had, I'm just enjoying the night, flirting with this man and being spoiled. He leans over and snakes an arm around me, hand feeling my nipple through my binder.
"Damn, you're too hot. I can't fucking help myself." He says, low in my ear.
He pays the bill and we leave quickly.
His apartment isn't far. It's one of those luxury modern ones, with floor-to-ceiling windows whose view stretches across the entire city.
As I'm admiring the view I see his reflection coming up behind me. With a spike of fear and arousal I notice how imposing he is. Large frame and well cared for muscles. He puts a hand on my shoulder.
"Now, I've spent all this time and money on you. Don't you think it's time to even the balance? You can't have thought you were getting all that for free, could you?"
My cunt starts to ache. I involuntarily squeeze my thighs together. "What do you want me to do?" I ask, the teasing edge gone from my voice, replaced by need and fear and complete submission.
"First, I want you to know about the rules in my apartment. Little sluts like you don't get clothes in here. Take them off and fold them by the door. Once we get that ground rule out of the way, then we can talk about repayment."
I turn and lock eyes with him while I strip, looking up through my eyelashes, but keeping my face still. He sits back on the couch and watches me. It briefly flashes through my mind that this must be what cows up for auction feel like.
His eyes follow me as I set my clothes beside the door in a neat pile and return to him. He's still fully dressed, shoes and everything. He's got his dick out and is stroking it lazily, enjoying how small and helpless I look, naked before him in his apartment. The lights are on, and I realize that even from this high up people on the street could still probably see my bare ass facing the huge window.
"Kneel on the floor for me. There you go, good boy. You take orders so well. I knew you were a good investment. Now, the way I see it is you owe me, you understand? So here's what I'm going to do. I'm going to make you my pet for the rest of the night. I'm going to own you. I'm going to fuck you however I like, for however long I like. Your tits, mouth, ass and cunt all belong to me now. I'm going to ruin your perfect pussy and your ass and you're going to cry for me cause that gets me off. I'll slap and choke you, degrade you, spit on you, use your face to wipe cum up off the floor, and to top it all off I'm going to fuck you against that huge window so the whole city can look up and see the slutty cuntboy who let me use him like a cumrag. I think that sounds fair to me."