I've been thinking about the best way for a boy to have an orgasm. Not all ways are equal, in My opinion. There are some ways that are more humiliating like self bukake, or forcing a boy to eat it. But still, that's a real orgasm. Ruined orgasms are alright, but still leave some feeling of pleasure and relaxation.
I think that My favorite way for My slave to have an orgasm is a wet dream. Wet dreams are perfect because they are not something a boy gets pleasure out of. It happens while he's asleep, and he wakes up with the crusty remains. His body has betrayed him, and humiliated him. Perfect. There is no feeling of release, or feelings of pleasure. Just the shame of having spooged in his underpants. The only thing that makes it even better is if the boy is locked in chastity, and has to ask to be released so he can clean his penis prison. Oh, the humiliation! *giggles*