I initially discovered Craigslist casual encounters section back in college. I had a long distance girlfriend at the time, so wasn't getting much action and just reading these horny ass classifieds got me so turned on. I never actually met up with anyone, but just the idea of it got me going. After college and after that relationship I worked up the courage to message some people and left some of my own posts, both of which led to some solid hookups. Some better than solid, but those are stories for another time (I still think of some of those too).

This story kicks off some time in late 2018, I was dating a girl at the time and wasn't happy in the relationship. I found myself back on Craigslist seeing what was out there. There was a post from a grad student in my area, a BBW (I love bigger/curvy women) looking for some makeouts and to give some oral (she was on her period at the time). I wasn't sure what was going to happen, it had been a while since I'd had a hook up like this. I messaged her, answering her prompt and we quickly kicked it off, next thing you know I'm being checked into her dorm and we're making out on her twin bed. She was one of the horniest women I've ever been with and nothing turns me on quite like a woman that's horny and confident in her sexuality. She gave great head too. It was so good we met up again, this time for the full thing, again in her tiny single room with a twin bed. She had the wettest pussy I've every felt and we had some great sex.

After that though, the guilt got to me and I cut off contact, but the memory was so good I couldn't forget about it. Fast forward a month or two, now I'm on reddit checking dirty r4r subs (just to get off I told myself) and find a post that I like. I reach out, send some pics, and it happens to be the same girl. We met up, she lived in a much bigger place now (with roommates) and we fucked all over her room, in every position. I loved eating her out, she gave great head and the sex was so animalistic. Her roommates definitely heard us. We ended up getting together almost once a week for a bit, before I cut it off again, as I had another relationship getting serious. Sometimes I wonder if that wasn't a big mistake - I've not had sex like that since.

We've kept in touch a bit, she moved away - almost got together again when she was in town visiting friends, but it didn't work out. I still fantasize about the sex we had and wish we could do it again or that I could find someone similar