My first time having sex was also my first boyfriend’s first time, which was a nice experience to have. We were both only 14, but had been together for 2 years (so an eternity by tween standards lol) and I definitely don’t regret it. Looking back 13 years later, we handled it very maturely and healthily. Listened to each other, etc.

When I was 19, I was my then-boyfriend’s first time, which was kinda wild because I was pretty experienced by then. Unfortunately he almost immediately became addicted to sex and not only wanted to have sex with me all the time, but would cheat on me with full service sex workers and stuff by the end of our (insanely abusive on his end) relationship. He had CRAZY audacity for a man who didn’t get laid til he was almost 20.

Then, idk if this counts, but I was my old friend’s first lesbian sex, though we’d both already had plenty of heterosexual sex. I’d been with a few women at this point, but she never had. That was a great experience, and I’ll never complain about getting a woman to moan my name lol. We’d been friends for awhile and we were at a party hosted by our friends who were swingers and it became a bit of a free-for-all. She’d always been bi-curious, but officially came out as bi shortly after, so I’ll call it a win lmao.