Author: TRXX345

[MF] Sex with older, former co-worker

During and after college, I worked at my neighborhood supermarket. After I graduated, it was a much more miserable experience, but you bond quickly with other employees. One of which, was a middle aged single mom that had some similar interests as me. Those interests included sex.

Off the bat, she wasn’t a cougar. Pear shaped body with a sizeable ass, not bad looking, but not exactly pretty either. She was about 17 years older than me. We shared a love of science fiction and fantasy, so we had that go on when we had smoke breaks together. She also had a really blasé attitude towards sex, and would speak casually about it when brought up.

Eventually, I got a new job, and I promised I’d keep in contact with everyone, which was a lie. She friended me on Facebook, and said to hit her up some time. She then would message me randomly, and it became apparent quickly she wanted to fuck. I always had a thing for older women, and it had been a while, so I thought, hey, why not. Read more »

[MT] Getting a Transexual Woman “pregnant”

Obviously, a misleading title, because that’s impossible, but I can explain…

So sometime in college, I became a sexaholic, trying a bit of everything and everyone. Eventually, I wanted to try having sex with a transsexual, as that was a taboo I had thought of but never was able to explore. After some online browsing, I eventually found an Asian TS I thought was attractive on craigslist. Cl has the most scams and pros, but this seemed legit. She was a few years older than me, petite with small breasts, and pretty passable. We exchanged info, PG-13 photos, and agreed to meet at a cafe first to see if this would work.

When I met her in person, first thing I thought was she had way too much makeup on, knowing who she was, it made her stick out a bit, but to a person just passing by, they wouldn’t think much of it. We went from exchanging pleasantries, to online meet up stories, to finally, what we we’re looking to do with one another. She wanted cock, I wanted to fuck, and there was a mutual attraction. She gave me her address, told me to meet her in a few hours, and not to jack off during that time. Read more »