Why can’t I orgasm during a hookup even though I can easily on my own? /u/MaizeTight6973 Sex

(19f) This was my first time doing anything sexual with a man, so I guess you could say I’m very inexperienced. In general I’m very reserved and shy with men but I was really horny and decided to explore this with someone I found attractive. He spent a long time trying to make me orgasm, about a few hours. He was fingering me and playing with my clit, and at one point, he was thrusting against me (without entering my vagina) while masturbating me, which felt amazing (it gave me nervous butterflies as it was new).

I was definitely turned on and enjoyed the experience but I just couldn’t orgasm no matter what we did. Normally when I’m alone, I can orgasm very easily and even multiple times in one session. I thought being with a man would make it even easier since I find men (especially passionate ones like him) really arousing. He was exactly my type, and I would totally get off to someone like him but in real life, it just didn’t happen.

I think part of the issue was that I felt nervous, and it was hard to relax with a stranger. He was so determined to make me orgasm that it almost felt like pressure, even though he was very sweet and didn’t make me feel bad about it. He even orgasmed twice just by thrusting against me with his pants on, which blew my mind how men can orgasm so easily, but even with all his focus on me, I just couldn’t reach that point.

What could be the reason? Is it because I’m not used to being with someone else? Or because I couldn’t fully relax? I feel a bit frustrated because I know I’m capable of orgasming easily on my own, but it wasn’t happening with him. I’d love to hear your thoughts and advice!

(19f) This was my first time doing anything sexual with a man, so I guess you could say I’m very inexperienced. In general I’m very reserved and shy with men but I was really horny and decided to explore this with someone I found attractive. He spent a long time trying to make me orgasm, about a few hours. He was fingering me and playing with my clit, and at one point, he was thrusting against me (without entering my vagina) while masturbating me, which felt amazing (it gave me nervous butterflies as it was new).

I was definitely turned on and enjoyed the experience but I just couldn’t orgasm no matter what we did. Normally when I’m alone, I can orgasm very easily and even multiple times in one session. I thought being with a man would make it even easier since I find men (especially passionate ones like him) really arousing. He was exactly my type, and I would totally get off to someone like him but in real life, it just didn’t happen.

I think part of the issue was that I felt nervous, and it was hard to relax with a stranger. He was so determined to make me orgasm that it almost felt like pressure, even though he was very sweet and didn’t make me feel bad about it. He even orgasmed twice just by thrusting against me with his pants on, which blew my mind how men can orgasm so easily, but even with all his focus on me, I just couldn’t reach that point.

What could be the reason? Is it because I’m not used to being with someone else? Or because I couldn’t fully relax? I feel a bit frustrated because I know I’m capable of orgasming easily on my own, but it wasn’t happening with him. I’d love to hear your thoughts and advice!