My best friend and I have been jacking off together for about a year now and have got to the point of jacking each other off. It all started pretty quickly really. We began by chatting on IM's about our wives, then trading some nude pictures of our wives when we could, this led to us viewing the pics together. After chatting about how much we jack off and how we'd done it to the pics we traded, we decided next time not to be so shy and just pull out our hard-ons and do it in front of each other. That led to touching and stroking each other. It's all been a blast and we look forward to each session.
This particular time we were in his basement moving some stuff and since we had extra time, we knew we were going to jack off. I was super horny from viewing a video he and his wife made recently, he was super horny from making it. We were thinking of where and how to do it and he said 'Well, I made this makeshift gloryhole in the old shower down here, wanna try it?' I was game, as he was. He took off his shorts got in the shower and poked his already semi-hard cock out of the hole he cut in the curtain. I grabbed it right away and started stroking him. He got instantly hard, I felt it grow and pulse in my hand. We didn't have any lube, but he already had pre-cum, so I used that. As I worked it all over his hard cock, I pulled mine out. I was hard already too and was now jacking myself as I was him. His arm came out from behind the curtain and found my cock and he began stroking me. He was still in the shower, poking through the hole, I was standing outside the shower with my pants down. Our pace was similar and I heard him breathing heavier. I started jacking his cock like it was mine, how I would do it while on the edge of cumming. We both came at the same time all over the place. It was one of our best sessions yet, we both agreed.