I’m single, 29m, and I’ve only had sex 3 times in my life, each time very far apart. I was 14, 18, and 27. Each time was lightning quick, and I didn’t have much confidence to begin with. This has caused me to become afraid of dating because eventually I’m going to have to have sex. It’s not that I dislike it, it obviously feels good. But it feels too good and I constantly worried if it was just out of pity from the women, or that they weren’t actually interested. They certainly didn’t exactly enjoy how quick I was. I did finger them and didn’t stop until they came. They told me they did but part of me feels like they were sparing my feelings.

Nonetheless, I don’t want to be afraid to date. But I’m afraid of sex because I’m not confident in myself. How do I fix this? And please do not recommend me getting a prostitute or escort. I have nothing against them, but I’d rather not risk going to jail, nor would I know if they’re being trafficked, and I’d also like to only do sexual things with people I think actually like me.

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