^ I'm curious as to what made the 'worst' the worst, if you don't mind sharing a tidbit?
I'd much rather talk about the "best." But.... the worst would be, I suppose this:
It was in Florida, actually, and I was down there on a little business. I had a nice hotel room and a long evening with absolutely nothing to do. No friends in the area. I thought about hitting up a bar (this was before grindr) but I've never been that good at going to bars to find random cock.
But, I did know about a few websites listing escorts. I made the call... Angel was his name, but it was so clearly not really his name. His photos depicted him as hispanic. Beautiful body and big cock. He topped (which was what I wanted) and was "passionate." We chatted on the phone...
"Are you free?"
"Yes."
"Well, okay. Good. I'd been interested in getting together."
"Okay."
"$150 an hour?"
"Yes."
"Great. Well, maybe two hours. Could you do an overnight if we get along?"
"Yes."
The one word answers troubled me. I can't stand people who can't communicate.
"Your ad says you top."
"Yes."
"Great..."
And that was it. Not much more. I waited and before long, he was knocking on the door. He was wearing tight blue jeans and was obviously perfectly built. His shirt was this odd rope mesh thing. When he came in, he immediately slapped my butt. That was supposed to be playful -- but it came off as too aggressive. He wasn't Hispanic, really. He was black and probably first generation Haitian. So, that's kind of Hispanic. We sat and talked a little. He played sports. He was in college. All normal stuff. He said he liked to work. I said, "Cool. You have a great body." This was the obvious invitation to "take of your clothes."
At this point, let me say... I wasn't attracted to him at all. Aside from being a little boring as a person, there was something perfunctory in his tone. It was as if he knew that he could just take off his clothes and I'd cum and then he'd leave... like it was mechanical. Not passionate.
He took off his shirt and flexed for me. So boring.
He took off his pants and I realized that his cock was far from the big cock I had seen online. It was, let's say, on the generous size of average, but nothing that I would look back on with disbelief.
"You wanna get it hard?" he asked and came close to me. I took it and giving him head, but nothing was happening.
"You wanna go into the bedroom?" he asked. I wanted him to go.
"Okay," I said.
"Do you mind if I watch TV?" he asked as he laid down on the bed in front of me. In his mind, it would be enough for me to suck his cock... that's all a homosexual really needs from sex... just access to a cock.
"Go down on me," I said.
"I don't do anything with my tongue," he said.
Okay... I thought to myself. So,
I hire you and you do... what?
He started giving me a handjob and watched ESPN. I tried to get him hard, thinking that maybe he'd suddenly find his sexual energy but it was starting to get pathetic.
"Actually," I said after a few minutes. "I think I can finish on my own."
"Do you want me to leave?" he asked.
"Here's your money," I said and gave him what he was due. I showed him to the door and that was that.
Horrible sex (not really sex) and humiliating... humiliating even as I recall it now. The really bizarre and repugnant aspect throughout it was that it had a sort of gay/straight relations comment -- as if he was okay being a shitty prostitute because I was, after all, only a faggot.