I’ve lurked here for a long time and finally decided I should make a contribution or two. I grew up religious and didn’t have my first kiss until I was 21. I also swore off meeting people online. That all changed when I moved to NYC for grad school when I was 22.
Initially I tried dating apps, but then I discovered Craigslist casual encounters. This is one of those stories.
Age doesn’t bother me and I’ve always kind of had a thing for older women. You can understand my delight when I came across a post claiming to be a MILF looking for a younger guy. The pics looked fake, but I didn’t get any hits with reverse image search. I also felt I had nothing to lose.
I fire off my email and shortly thereafter, Donna emails me back. She wants to see more of me, so I take a few pics and send them her way. She’s likes what she sees and asks for my phone number. I’m young, stupid and horny, so I give it to her with barely a second thought.