The most humiliating thing I've ever done was when I hired an escort. He was a black top, big and muscular. I had told him beforehand I wanted him to be dominant and aggressive and to go ahead and humiliate me.

When we met, he made me suck his cock and he fucked me, as I expected. After he fucked me (I was restrained), he went ahead and jerked me off, and I came. It was once I had come that he initiated the humiliation. As you all know, after one comes is when the sex drive goes away and you begin to think more clearly (post-orgasm regret, as some Robots call it).

He put his asshole to my face, and made me sniff it. He stayed in that position for almost 15 minutes; he made me sniff his balls and taint too, before ordering me to rim him. Afterwards, he began to jerk me off again, but it hurt because I was still sensitive. He kept going, until I came a second time, but it was the most pained orgasm I ever had. He then went away, and came back with a glass from my kitchen. He put it to his crotch, and began pissing into it, whereupon he grabbed me by the hair and tilted me head backward. He made me drink his piss (I was still restrained). Then he asked how I would enjoy scatplay.

I shook my head, and he put his rear to my face again, and I began to panic. Then he stood up, laughing, saying he just wanted to see how I would react. He started jerking himself off, and he came all over my face. He didn't undo the restraints until he had dressed, at which point his cum had dried and caked over my face. The moment he undid the last restraint, he left.

It was a very strange experience... but I've ended up hiring him a few more times.