I [22M] was the other man in a relationship between my best friend [23F] and her boyfriend [27M], AMA?

It lasted about 2 years, and I had known her and been best friends with her for 6 years before. She dated this guy who was essentially a modern day nomad; he was never in the same place longer than a couple of months yet he never seemed to get here to visit her. There's where most of the damage was. She felt so lonely and he never seemed to care too much about that, but she didn't want to end things with him for one reason or another.

For me, I had just gotten out of a long relationship who someone I thought I was going to marry. That really hurt me and totally damaged my self-confidence, which was already borderline fragile before.

The first night it happened we went to a party and she was upset that her boyfriend can just cancelled a trip to visit her for like 5th time in a row, and she proceeded to get really drunk (I had a couple drinks but not too many) and we had someone drop us off at her house afterwards where I could take care of her while my buzz could wear off. I helped her get into bed and then waited in the living room for a little bit but then she came out, told me she needed me, and then straddled me and asked me to fuck her. I don't remember if I said yes or not, I just pretty much remember her kissing me and us getting naked, and then me fucking her while she straddled me, no condom or anything (she had an IUD and she and I are both clean). I remember it being extremely hot and we were sweating a lot (it was summer and her AC wasn't the best in the world). I also that being one of the hardest orgasms I've ever had. When it was over she took me and we slept in her bed. When we woke up, I felt immediately guilty and shameful because I had helped her cheat, and she felt remorseful at first, but she caught me by surprise when she told me she wanted to keep seeing me like that. That started a long 2 year journey.

Yes, there were a couple pregnancy scares. She ended up having to get her IUD taken out and decided to not try it again because of the discomfort she had with it and got back on the pill instead, but we still never used protection for me. Both scares just ended up being her body trying to get used to not having the IUD. But it was nerve wracking.

No, to my knowledge he never found out.

/r/NSFWIAMA Thread Parent