This was at the start of 2023. I (F19) had a gay best friend (M20) who was I knew for a good 4-5 years prior to this story taking place. His name was Eddie. Eddie always was a feminine type of guy and always claimed to be gay, he was into girly things like sleepovers, makeup, self care etc so he would always hang out with me and my girl friends!

One night, I arranged a sleep over with my group and invited Eddie. We never had an issue sharing a bed with him as we just saw him as another girl! The night of the sleep over we all got super drunk and were doing truth or dare. The game lasted around an hour before the girls ended up sleeping and it was just me and Eddie left playing.

I picked a dare and Eddie dared me to take my bra off... again due to us knowing Eddie was gay we never saw these requests as weird or anything as we always saw him as another girl like us. So i followed his dare and did... In return, i dared him to take his pants off... and he did.

Fast forward a few more truths and dares I could tell Eddie was getting aroused over some thoughts as his cock started rising. I asked Eddie if he was a virgin and he told me he was. I told him would he ever want to experience fucking a pussy. He was 50/50 on it but i told him no one would have to know as the girls were asleep and we could go to another room to do it. He had a big dick and i was not experienced with anything big at the time so it was also something new for me too.

We went to the bathroom and i started making his dick wet. He was moaning when i was doing it and taking control of my head etc... He clearly enjoyed it! I then bent over the sink and he put his dick inside, we fucked for around 10 minutes before he finished in my mouth. We laughed it off and continued to finish our game of truth or date.

Fast forward to the present, he now has a girlfriend and has turned into a regular dude. Not sure if he knew what we was doing the whole time but hey, we both were obviously satisfied!