A time I got stage fright when I finally got a chance with a woman that was out of my league that I was trying to get for a long time....yeah , missed my chance
For me it's a regret that there were times I didn't have a sexual experience when I could have, rather than regretting the results of one that I did have.
There are more than one I would change! But to pick one to say I felt like an idiot in a class on my own. We met for sex no strings, so I expected we do the thing and she wants me out. I arrive at her place and we talk, we talk, .... I keep it that way but later on I see she wants me to open it up first. I wasted precious time being shy, we could have enjoyed each other more otherwise. But that's nothing though. The sex was nice, and after we had our first fun, I caressed her softly and I could tell she was enjoying it. All along I kept thinking I will be kicked out soon so at one point I got my things to go, she had a puzzled look on her face. I felt I already did too much to backtrack so I left although I would have loved to spend the night with her and see her again. Well, when I tried to get things going again she let me know I was not for her. Blew it with a good woman, yeah, idiot.
My first threesome was with a girl that was my best friend at the time and her friend. That night was a ton of fun, no one had any expectations for what the next day would bring, but the next day I lost my best friend because she could no longer look me in the eye.
Had a best FWB in college. We would spend occasional nights together with me pleasing her orally. Gave her her first orgasms......and many of them. I moved away after college and hated being away from her. Found out later that many of those nights she had wanted to give me her virginity. Sigh........ Another missed opportunity didn't happen during a MFM with my wife and friend. Although we all had a great time and many orgasms, we never got around to DPing her. We both regretted that.
I have no regrets about Sexual encounters I've had, not a single one. It's the one's I didn't have, the opportunities I didn't follow through on, I regret.
I'm another one who doesn't regret anything I've done, but rather those opportunities I've missed. I had a friend come visit me once, she'd driven for hours just to come see me for one evening. There were a number of things that made me think she was after something... 1) Her thong was on show for the whole night. Not just peeking out, but REALLY on show. And she kept pointing it in my direction. 2) Whilst we were out drinking, she said she wanted to pay for me to have a lapdance (still something I haven't experienced). I was revved up and ready to go... until we found out that there wasn't anything remotely like a gentleman's club in my one-horse town. Bollocks. 3) When we got back to mine, the first thing she wanted to do was show me something on a porn website. Think it was a gloryhole video. And she spent AGES on this website, really dragged out searching for it. Funnily enough, I still use that site today... If I'd thought about it, I would have suggested that SHE give me the lapdance she promised. However, we were best mates at the time and it probably would have ended up weird. Plus we were both starting to see other people, so not the best idea.
I would go back to when I lost my virginity n go steal another condom off my step dad because I busted so fast
