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I did some gay things when I was young.
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When we were young, not driving cars, we started off touching eachothers penis' whilst playing halo on Xbox. Meither of us had been with girls yet and so we've never felt that feeling. We'll, we both thought it felt great so we kept doing it. Every weekend we would have sleepovers and take it a little farther. We would jerk eachother off, touch and rub the shafts of our cocks together, rub the tips of them together. This went on and on until he dared me to put his into my mouth. Now, I'm not gay, so I didn't want to do that. At first. But kept at it trying to convince me. That night when we were getting into our weekend touchy jerky session. He reached his hand down my pants to rub my penis. But this time he used it as a grab handle to slide his body down towards the edge of the bed. It was dark and I couldn't see much. My dick all of a sudden felt warm and wet. I knew immediately what was happening, and didn't stop it. It felt so good. I didn't care if it was another guy during the moment. He did it for about 5 minutes until I told him to stop because I was going to cum. He laid next to me as I finished. I came more than I had ever came to this day. I aimed it right on his stomach. His words were "no one should cum that much, what the hell" something like that. He then still wanted me to do it to him and I refused. He bribed me with offering to do it to me again. At this point I couldn't wait to feel that again so I agreed. However I made a deal where I would do it to him for 60 seconds at a time, then we would switch. It went on and on like that for hours that night.

We were playing halo a few weeks after that and his mom had left to go to a grocery store or wherever. I was just sitting there watching bored. (This was before cell phones) and I started rubbing his ass with my foot. He didn't seem to mind. I pulled his shorts down below his ass and grabbed his dick from behind and just started massaging it. At this point he is laying on his stomach and stopped playing the game. I got up behind him and rubbed my dick tip on his ass cheeks and he didn't tell me no so I kept going. I slowly slipped it up his ass and trusted. He dropped the controller and just took it. Still to this day after all the women I've been with, nothing has felt tighter. I pulled out and came on his cheeks.

I'm not sure we ever did it again after that. Either that or I'm just remembering these times only because they're the peaks.

Now, it's 25 years later, I've never done anything like that with a man since. Been married almost 14 years to a beautiful woman. After this many years, for some reason I have a huge fantasy of seeing her with another man. We've talked about it for a year now. But this week, here and I had sex and she put her fingers up my ass for the first time in a while. I got off again like I did when I was younger that first time. Now it got me thinking maybe I do want to see her with another man, but I also want to participate with the guy as well.

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7 months ago