I’ve changed some names and minor details and am using a throwaway to maintain anonymity. Otherwise, this story is 100% true and took place when I was 19.
To begin, I’ve almost always known I was bisexual. I’d experimented with guys in high school and sucked a few dicks. However, I had never gone all the way and actually been fucked. My experimenting with guys came to an end my senior year of high school when I got a girlfriend, and I didn’t have any sexual encounters with another man until my sophomore year of college when this story happens.
My sex life with my girlfriend (19 years old) was great. We ended up going to the same college together, so we saw each other very regularly. However, I always wanted to scratch that itch of losing my anal virginity to a man. So, during a particularly horny moment when gay porn wasn’t cutting it, I made a post on Reddit seeing if someone wanted to meet up. I immediately received a ton of messages, but after chatting with these guys over the course of about a week or so, most of them ended up flaking or being too creepy to actually want to meet up with. I was too nervous to try and hook up with someone from my school, since I didn’t want it to get out to my girlfriend that I was hooking up with other guys.