Mature men having first gay sex stories
When I told him no, he upped it to $350, I told him I was down. On the way, he offered me $300.00 to watch me j-rk. One time, I picked up a ride by a guy who wanted a lift downtown.
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Everyone knew the money was good in Boystown so most of the cabbies tried to grab fares on weekends by the bars. I used to drive a Checker cab in Chicago back in the early 2000’s, when I was in my 20’s.
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Ricky, 40, went gay for pay while working as a cab driver in Chicago: Back then, I think I was just figuring things out and he was somebody to do that with. The weird thing is the girl and I never messed around–not even once. I guess there was a part of me that was curious. He asked me if I had ever been with another guy and I told him the truth–never.ĭon’t ask me why but we started fooling around. One time while we were hanging out, he shared with me that he was bi. She had a brother who was the same age as me and we became friends. When I was back in high school, I dated this girl from my neighborhood. Frank, 28, hooked up with his high school girlfriend’s brother: Not sure I would do it again but at least I can say I had a first gay experience. I guess that is why I let this random guy do his thing on me. The truth is, I had always wanted to know what it was like so not going to lie. There was only one time where I ever got it on with another dude and that happened at my gym, around 10-years ago. Mitch, 36, had his one and only gay encounter in a steam room at the gym: What’s weird is that we ended up doing it two more times.
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Yeah, we had been drinking but we weren’t sloshed. Just before graduation, we ended up hooking up off-base. Not sure if it was his build or what but I just I just know that I liked him. There was a guy who was about my age (22) who I was strangely attracted to. But that changed during my time in boot camp after joining the Marines. I’ve always been attracted to women never had an experience with another guy–although I had thought about it. Rick, 32, had his first gay experience at Marine boot camp: