I regularly fucked my (now ex-) wife while she slept [MF]

To avoid any misunderstandings, let me preface this by stating clearly that everything in this post was consensual, and further that this did not contribute to the end of the relationship.

I’ve always been a night owl. My wife at the time of this story wasn’t necessarily a morning person but she did have a long commute through greater LA area traffic, so she went to bed early during the week because she had to get up early. This was an unfortunate combination because I was often horny when I finally got tired enough to join her in bed for the night.

With her permission and my promise to stop if it seemed to disturb her sleep, I started with just lightly holding one of her breasts while I jerked off. But I quickly discovered she apparently slept more soundly than I’d previously realized and it didn’t take long before I moved on to slipping my hand between her legs to fondle her pussy, then to fingering her gently when I discovered she would get wet, and then finally to just pulling her panties to the side so I could slip my cock in and slowly fuck her.

I [M] fucked my ex-wife and new girlfriend less than an hour apart

I’m a dirty old man who enjoys thinking about some of the adventures of my younger days, hoping that maybe I still have a few new ones coming down the line. This story happened a little more than twenty years ago.

My ex-wife and I had split up probably about a year and a half earlier, but we were still screwing on occasion. And that really is the correct term for it. We didn’t even really like one another at that point. We were just screwing. Meanwhile I’d also started seeing someone new, perhaps eight or nine months before this story.

So on this day I was supposed to go to my girlfriend’s place a little later in the afternoon, when my ex called and asked if she could come over. I figured there was enough time so I said sure. She came over and we got right to business. I won’t pretend to give the details, because frankly I don’t remember all these years later. What I do remember is that my ex had stopped taking the pill when we split up, so I had to use a damn condom. We fucked, we both got off, and she left.

I [M] worked at colleges for thirty years and fucked a number of the students

I was a professional geek for over thirty years, working in IT at several private colleges, and I had sexual relationships with a number of students during that time.

Most of them were early in my career, when I wasn’t too much older than the students. A couple of them were girls I just dated for somewhere between a few weeks and a couple of months, but one I dated for almost three years. Another one in particular stands out in my memory because she’d call before coming over and tell me that she didn’t want to have sex. Then she’d change her mind while she was there and we’d fuck, only to have her be upset the next day because she’d told me she didn’t want to do that. And no, I never pushed her, let alone forced her. I always let her make the first move. Anyway, she’d often stop talking to me for a few days or even a week, but then she’d be back to asking if she could come over. This went on for months before she started started seeing another guy and only banged me a few more times before deciding he was The One. Last I heard of her was five or so years later, they were married with one kid and another on the way.

I (53[M]) fucked a 19yo girl in her bedroom with the rest of her family asleep in the house

A few months ago I confessed in another sub about being a hopelessly horny old goat, constantly masturbating thinking about my adventures from my younger days and wishing I could have some new ones. Here I am, once again too horny to sleep, reading reddit in the wee hours, and I find this sub. I like to participate, so here’s a story from my (somewhat) younger days…

This happened somewhere around ten years ago, when craigslist personals were still a thing. I’d posted an ad as an older man looking for a young woman who wanted to have some fun and got a rare reply from an actual person. She was 19 and lived a bit out of my area, perhaps a forty minute drive, and she mentioned I’d have to be very quiet because she was still living with her family while she attended the local community college.