My progression through the various levels:
(1) Started very late (age 38) and was dragged into a strip club with a perverted friend from work. Before that I used to adjunct after work at a local state U. and had a few unpaid flings with students.
(3) I do remember first lap dance and thought it was amazing at the time. It was the first time the concept of paying for sex occurred to me.
(4) I'm incapable of cumming in my pants and that's been true at any age.
(5) There was a longer period of several years where I was looking for ITC in clubs in CA and CO. But gradually got annoyed with the blaring music, the bouncers, the cramped conditions, and lack of privacy. At this point, I barely consider ITC sex.
(6) First OTC experience was a big deal to me and remember picturing myself as middle-aged hunk. This was with a dancer pregnant at age 15 and who lived with her 5-yr-old kid in the most squalid conditions. The initial euphoria gave way to the depressing reality of a stripper barely making ends meet. After getting chlamydia from another dancer, that was the end of stripper OTC.
(7) I'll interpret (7) to mean sugaring and any long-term arrangement. I've had several gorgeous girls I met online from good families and with common interests. I get tested several times/yr and I also pay for SB testing. Taking your time, you can find some gems online. Still open to meeting someone in a club if it can be done safely.