The first time I went to a glory hole was when I was a senior in high school. I chatted with the guy on Gay.Com back in those days before smart phones gave us the wonderful access we have now. The guy hit me up everytime i was online and I was always so hesitant. But one night after a house party at a friends house I was so horny and needed to get off after rough housing with my straight jock buddies all night. I comitted and went over and the guy sucked my cock better than I had ever had it sucked before. He edged me for a while a teased me, keeping me from cumming and worshiping my cock to his delight. At some point I didnt even notice, but he backed his ass up onto my cock and by the time I figured it out I was already shooting my load up his ass. He gripped it and milked it before sliding off and sucking me clean. I was still hard and he somehow managed to make me cum again, keeping my cock hard with his expert deep throating skills. I went back the GH several more times over the next few months, always after partying with my school friends on the weekend. It was months later that I found out that he was one of my friends dads. I had never been to his dads house because he lived with his mom closer to our neighborhood. He was a fit hairy navy guy that was still solid in all the right areas, including his beefy hairy ass. I went to his GH every weekend and sometimes during the week when he was sucking and online. It would always make my dick hard when I would see him the next day wen stopping by with his son, wondering if he still had my cum in his ass. A few times when I was drunk with his son we'd get into jerk off contests with our other jock friends, it was so weirdly homoerotic...I'll never really understand "staight" guys when they do shit like that. A couple times I sucked his son off and swallowed his load and went to his Dad's gloryhole and bred his dads ass with his son's cum still on my lips. Would have been so hot to talk his son into going to the gloryhole with me sometime and watch him get sucked off by his dad and fuck him without telling either of them who it was. Still jerk off and think about that fantasy to this day. We never talked about it, and i never knew if he knew who i was outside of our sexual encounters.