Me, right now. Got the house to myself for the afternoon, had a toke, and going to go on Dirty Roulette and see if I can sissygasm... Wish I had someone to help!
Purposely making sure he keeps leaking. I place condoms over his chastity for 2 days at a time to catch all drips and wet dreams to be frozen and fed to him in the coming days all while not allowing an orgasm!