I know the title sounds crazy, but I (M19) had sex with an older woman (in her 40s) last year when I was 18. I met her at a concert I attended myself.
We saw each other for the first time in the snack stand queue and as we were standing there together we got into talking. I also had the feeling that she was really a bit flirty. At first I thought I read the signs wrong, but we met again in the break and we talked a bit about how the concert was so far.
After about 5 minutes she asked me my age and where I lived. We found out that we both lived in the same town and she asked me if she should take me with her. This was quite convenient for me, as I had previously traveled there by train for almost an hour and I hate trains.
We spent the rest of the concert together and then drove off in her car. Finally, she asked me if I would like to come to her place. Of course I knew what she was getting at, but I’d never been with an older woman before and it was really tempting.
Fast forward, sex was amazing and she brought me home after we were finished. Never heard or saw her again until I met a girl (F20) like half a year later. We had kinda what you would call a situationship. We weren’t official but saw each other a lot.
And then it happened. She wanted to introduce me to her parents and when I entered the living room, I saw her again. We were both good at hiding the fact that we already knew each other and my girl didn’t notice. How was I supposed to know that the two of them belonged together? Fortunately, her mother was a single parent, which made the whole thing easier.
Over time we got together and although there was always this sexual tension between me and her mother, we were able to suppress it pretty well. At some point, however, her mother asked me if her daughter was better in bed than her. How could I say anything other than no? Her mother was much more experienced and generally had the hotter body.
My sex life with my girlfriend wasn’t the best either, so one thing led to another and now me and her mother were sleeping together regularly. We both enjoyed it and took every possible opportunity.
About 2 months ago, I broke up with my girlfriend. She still doesn’t know anything about it and her mother and I still sleep together from time to time.
To be honest, it was the hottest and riskiest thing I’ve ever done and I would do it again and again. Her mother knows exactly what she is doing and I think it will be really hard to find someone better at my age. Let’s see what the future holds
