4 times, with two ladies, like 2 with one and 2 with the other one. And then a bunch of times with 4 different women in Cuba, but I count that apart cause the experience is nothing like with a capitalist pig prozzie, as in, it's as close as you can imagine to a real gf experience, they charge the same fee for as long as you like, you can go to the beach, to dinner, to drink, hold hands on the malecón, party in you room, whatever, not only sex and they only leave when it's time for you to sleep
I'd say there's nothing to be ashamed of, go for it if you're a virgin and demystify sex, I had already had a gf before when I went for the first one, but I really wish I had had some experience before my first times (at 26) when I was so nervous that I couldn't get it up if a wasn't totally drunk, btw, you really are going to need a pill with a hooker, half a 25 mg sidendafil works for me, the first time was stressful even if I was no longer a virgin