Yes, but was dressed as a man when I met him/her. This was in Oklahoma City and I was there on business. He was attractive and had long hair, which I typically don't care for (<Owww! You're on my hair!>) Nonetheless, we were having a really good conversation, and he/she eventually told me, and I said WTF? and we took a cab to his /her apt. Unfortunately the guy/girl was very poor and lived in a bad part of town and had no phone. When we got to his shitty apt., it was messy and had ashtrays full of cigarette butts, I just kinda wanted to get down to business and get the hell out.
Well, he changed into some kind of bathrobe that my mother would have worn (ewww!) but then opened it to show a really impressive cock and <ahem> some nice size A tits that I really went to town on. We fooled around for awhile, but I was not really interested and said I had to get up early which was true, and had to go to the phone booth in his apt. complex to call a cab to take me back downtown.
It didn't cost me anything but cab fare, but it was an experience. Not to judge, it's just that's the way that evening turned out.
The part that bothered me was not that he was the father of some kids, but when he made the decision to be who he is, I think one of the consequences was that he ended up being on the underbelly of that particular society. Very poor, and at the time, limited job prospects (i.e., fast food was his gig).
I hope I didn't kill anyone's buzz, but that's my story, and I'm stickin' to it.
Would I do it again? With him/her, probably not. If I knew in advance and the circumstances were nicer, hell yeah!