I live, I learn...
I have 2 main scenarios where I would pay for sex. The first one would be a stripper. A woman, of course. For dances and booze but also to get her home afterwards. I feel like the strip club stuff would be a great warmup or prelude for what's next.
The second scenario would be to pay 2 male escorts to have my first DP with 2 dicks. I prefer to get some "pros" because I want to be sure that they will stop in an instant if I say so. Too many things can go wrong with 2 idiots...
I have some other fantasies but they're more or less variations of these. Maybe next year, this year is to finish the mortgage and "be free" afterwards.
Oh, I also have one where I'm paid for a blowjob, but it's pretty common.