[MF] Sex with my engaged college professor in an alley behind a bar.

Back in college, I was taking a Spanish class, and the professor was this super hot, younger, tall, blonde, perfect body chick who I’ll call Annie for our purposes. I was about 23 as I’d taken time off between HS and college. And she was like two years older-ish, iirc? I am 6’0, blonde hair, green eyes about 170lbs.

So when I signed up for this class, the class was already full, so I was basically waitlisted. I went to the first class of the fall semester and waited till after class to ask her if there was a way I could get onto the roster because I needed it for my major. So we walked together to the registrar’s office and she was going to request that I be added to the class. As we’re standing there, waiting for some paperwork or whatever, I noticed a container full of Hershey Kisses on a file cabinet next to me. I said kinda half jokingly, and somewhat inappropriately, “you want a kiss?” She looked kinda surprised for a second till I drew her attention the container. And then kinda half laughing she said “oh, yes, thank you! My fiancé thanks you too”. I just kinda brushed it off with a laugh, but internally, I was like “oh wow, that was somewhat quick and more info than I needed”, but ok, lol. So she got me rostered and I was in the class.

[MF] Hooked up with a random girl on the (off-limits to passengers) very front bow of a cruise ship.

This whole thing was risky af. For a few reasons. And this isn’t even my first, or second risky sexual encounter on a cruise ship. I have other stories. Lol. I’m 37 yo married man now, but this must’ve been around 2003ish. My mom and stepdad took me on a cruise, it was the Carnival Sensation, if memory serves. I’d been drinking at one of the bars, and met this chick from Michigan. She was a really cute, white brunette, about 5’4, nice build, not tiny, but not big. Perfect thick. On vaca with her mom. I’m 6’0 blonde, white guy, green eyes, about 160lbs. We had some drinks together, obviously flirting, led to making out. I don’t even remember most of the run up to us ending up where we did, but we went in search of a better place to hook up.