Quote Originally Posted by Warbaby1943
My most humiliating and embarrassing experience was when I came while being spanked bent over the knee of a beautiful Mistress with my cock between her legs. She ordered me to lay this way. It just absolutely took me by surprise. It happened like as involuntary reflex, sort of like having a wet dream, I had no control.
Warbaby 1943: Yes, I see how messy and humiliating that could be - just like that in this schoolboy position.
Being into crossdressing myself and letting that help my submissive side, in a wide sense, one of the more humiliating things I could think of (and not humiliating in a sweet way, nothing I'd want to see happen) would be if I were playing around, dressed en femme with panties, skirt, filled-in bra, lipstick etc with two or three others - guys or ladies. And then, as I'm getting stiff and erect - I try to avoid that happening all of a sudden - one of them would sort of break the rules and say in a cold, nasty tone "Yeah, look at that slaveboy, how you turned him on" and seizing my crotch. It's part of the game then that you want to be seen as a woman, you want no reference to anything else, you want to be fucked and caressed, made to surrender and treated as a woman, vene if it's harsh. "Dirty little whore" would be no problem , but never "slave boy" in that state.