Humiliate him

"Are you really..." SMACK! You interrupt yourself to spank him hard across the ass while his friends watch him.

"...going to cum with everyone watching, after what you just did? Are you that much of a fucking whore, Tyler?"

"Yes....please make me cum, Matt. OW! FUCK!"

You smack him once again, then shove two fingers back into his asshole as his throbbing cock hangs there for everyone to see.

"Look at you. Look at how we can just use you for whatever we want." You feel yourself begin to get fully hard again watching Tyler demean himself just to get a chance to cum. "Stare at my cock, Tyler. Look at how much your little twinky body is turning me on. I'm a fucking straight guy, but you're such a slutty femboy that I'm going to cum twice just for you."