So, I actually have three stories to tell. One I've made some brief mentions of previously on this site, another one is just a strange ongoing thing, and one I've never really shared with anybody (and actually links to one of the other stories).
My first gay experience was around age 14 with a close friend of mine. It came out of nowhere, always assumed he was straight and had no idea what I was...one day in the summer inbetween middle school, we were just hanging out and he started making some sexual comments and whipped out his dick a couple times. That turned into some mutual touching, rubbing, and licking (didn't really go full on sucking, we were only 14 after all). Throughout the summer, any time we would hang out, he would always initiate it again which actually made me uncomfortable at the time, but in retrospect it was quite the experience. He switched school districts the next year and we grew apart over the years. During high school, I had heard rumors he did porn (assumed straight porn). In recent years, I actually came across a College Boys Physical scene featuring him on Pornhub, and after registering for that site, discovered he did nearly 10
College Boy Physicals scenes. I also came across something in a Google search of one of his old usernames that he did some gay escort work as well. I also recently saw him on Grindr. He is married to a woman and actually runs a really successful local business right up the street from where I live. We haven't spoken in years but I'll always think it's crazy that this friend of mine who I fooled around with years ago did gay porn & escorting, is married to a woman, but still hooks up with guys.
My 2nd "straight boy" experience is this ongoing fling thing I have with a guy who I first interacted with on Grindr like 6-7 years ago. We have met up probably 5-6 times over the years, he's only interested in receiving oral. Sometimes he will rub my dick, but won't really fully jerk it, isn't interested in giving oral, kissing, etc. anything else. He's really fit, has a massive dick, and I would think in any traditional definition is way "out of my league", but it's a fun ongoing thing every couple months when I hear from him and receive dick pics from him on Snapchat.
My 3rd story is probably the most significant for me, and that's the night a little less than two years ago when my lifelong best friend and I fooled around. We've been friends for well over 15 years, and I'm still very close with him and his fiancee. He was the first person I came out to, and has always been a big supporter. But he's always been very, very straight. But see, he somewhat knows Guy #1 from above from middle school as well. He wasn't ever friends with him, but he's aware of him, and I had mentioned that I stumbled across the gay porn scenes with Guy #1 from above, and he said he wanted me to show him them. My best friend & his fiancee were getting ready to move out of state, so on our "last night" of hanging out, I had mentioned wanting to show him those
College Boy Physicals scenes with Guy #1. We started flipping through some of them, and that led my best friend to asking for me to show him some of the other gay porn I had on my computer. I was surprised, but went with it. Eventually, we both realized how horny we were getting from watching the scenes, that I had asked if he wanted to maybe jerk off. He was totally into it, and we actually ended up exchanging blow jobs. He said he was always curious about fooling around with a guy, even though he was mostly straight, and that night was fun for both of us. We haven't ever spoken about it since, but it was a fun little "going away" celebration for us since he moved, and I think it was just something he wanted to get out of his system. I don't have feelings for him, he's truly just a best friend and a brother, but there's something exciting thinking about the encounter. And it was a really good blowjob too, which was a nice plus. He's one of those "Friends Forever" types and I can maybe see sometime down the road us having another encounter like that again.