What's your biggest sexual regret?

In 2009, I had just met my current fiancee.

We had met twice before I left for an already planned trip to Europe. I wasn't really committed, but I really liked her, and knew we could have something special. When I left she told me I shouldn't consider myself as spoken for, and that I should have as much fun on my trip as I wanted to, and that she would be waiting for me when I got back.

Being a man, I assumed she didn't really mean that.

I was on a Greek cruise with a tour group, and these two super hot 19 year old girls were in our group. One night, one of them is kind of hitting on me, and I told her that I actually wasn't trying to get laid...because I had a girl back home. She said that was sweet, and she had a guy back home too.

Then she tried for the rest of the trip to get me in bed. She came up to me during supper and told me she wasn't wearing any underwear, while wearing a miniskirt. Then she made sure I saw she wasn't lying.

I told myself I was better than that...the more I said no and backed away, the more she threw herself at me. One night she straight up told me to take her then and now, and I couldn't stop by think about my girl back home...thinking she would get mad at me if she found out, and I didn't want to lie to her when starting a new relationship.

Anyways, she ended up having a one night stand with an Australian dude. The guy told me the next day that she was wild, she let him stick it in everywhere, she squirted, and even gave him a rim job.

I was proud of myself for holding back, and proudly told my girl when I got home - she called me a fucking idiot for not going for it, and got mad at me for not believing her.

Fuck me. I shoulda tapped that some fierce.

My fiancee still makes fun of me to this day. I don't really regret it per se, since I still take pride in saying no, but I can't help look back at trip pictures and wonder how sweet that lay would have been.

/r/AskReddit Thread