So the first time I did sex for cash was via CL after turning 18, some soldiers from Fort Hood who put up an ad saying they'd pay to gangbang anything as long as he or she was clean. It was rough but not scary, they were funny guys and so it was good money.
I had a gay friend who needed cash and gave him their number and they just massacred the guy. He didn't pick his phone for a day afterwards and asked me to drive him to the doctor. Apparently they double-dicked him, went ass-to-mouth ("You never go ass to mouth!"), and generally made him miserable. But they did pay him.
This friend is the holy grail to me cause he's gay but is so gorgeous and we've known each other since junior high. He looks like he should be fronting the best emo band ever. He got tatts the moment he turned 18 and it was so hot.
TL;DR. My confession is that I've jilled off like a dozen times thinking about it.