I used to masturbate since I was 14, usually once a day, and I usually had satisfying orgasms, but I never had a girlfriend and I didn’t have sex until recently. I just turned 33, and decided to have sex with escorts, but although the two escorts I went to were beautiful, sexy and understanding with me, I couldn’t have proper erections with them. I was very anxious. I felt almost no pleasure during vaginal penetration, I didn’t have an orgasm and I didn’t ejaculate.
So I very much wanna know this:
1) Am I – technically or scientifically speaking – still a virgin if I didn’t have an orgasm with the escorts and if I didn’t ejaculate?
2) Why didn’t I feel pleasure during penetration? Because of the condom? Or maybe their vagina was large and the friction wasn’t strong enough? Because I was inexperienced and anxious? Because of the weak erection? I remember it hurt when they put the condom on my penis, so I don’t think I have an insensitive genital area.
3) So many people say that you don’t really lose your virginity no matter how many times you masturbated until you have vaginal intercourse with a woman, but I didn’t hear anyone say anything about whether you do lose your virginity if you didn’t have an orgasm during vaginal sex. So what is for a man/guy the difference – scientifically speaking – between having an orgasm while masturbating – which is sometimes very satisfying for me, especially if it’s the second one that day – and having an orgasm during vaginal intercourse? Because I didn’t experience the latter. Is that and that only what makes you a non-virgin? Why most people consider that only through vaginal intercourse you actually lose your virginity? Is there a physiological or a psychological difference that only a guy who had vaginal intercourse can understand?