I've wanted to say something to someone for years about this, so here goes: When I was a teenager I was friends with a guy that had a pretty hot mom. She was thin, blonde, freckled, B-cup They also had a pool so we got to see her in a bikini in the summer. I used to jerk off thinking about her all the time. We were friends for a few years and then he moved to BC to live with his dad when we were I would see him every couple of months when he came back for a visit.
She needed help around the house getting the grass cut, skimming the pool etc. My parents were happy about the arrangement, since I was helping out someone that needed it, and I was making some money in addition to my part time job. Sometimes we would hop into the pool together after I was done and talk and she would flirt with me just a little, probably to see if I was into it. Soon I was there times a week. One day she invited me into the sauna in the basement after she had a few glasses of wine.
She offered me a beer to "keep me cool". So she's sitting across from me and wearing only a towel. She had her legs open enough for me to just barely see her crotch. The she asked if I wanted to see what was under the towel. Then she said, "I've shown you mine, now let me see yours", and then she helped pull off my swim shorts. I'm standing there naked with a full hard on in front of her not sure what to do She started to play with my cock and then went down on me.
It was way better than the BJ's I got from inexperienced 16 yr old girls. I came in like 2 minutes She kind of laughed and asked if I wanted to play with her. She took me into the spare room in the basement and let me touch her, and instructed me on how to give her good head. After about 15 minutes I was hard again and she rode me until I came inside her.
She told me she was fixed so I could come in her anytime I wanted. After that first meeting, whenever I came to her house I would have sex with her anyway I wanted. I was banging the MILF all of my buddies would talk about but I couldn't say anything to them about it.
For one, they probably wouldn't believe me, and secondly, she said if anyone ever found out, I'd be cut off. So for the next two years of high school I fucked her twice a week, despite having a girlfriend on and off the whole time. Some people may think that she took advantage of me, but really, whatever I've never told anyone about that until now