The closest I ever came to jacking with another guy
Last week I had to share a room with my friend and we had to sleep in bunk beds. I was on the top and he was on the bottom. We both got in bed and both stripped to just our boxers. I was horny already and really wanted to jack off. I thought he would probably be creeped out if I asked him to so I let it go and tried to sleep.
After about 15 or 20 minutes I heard him move around on the bottom bunk. He settles down and I can hear his hand go down his boxers. I am instantly aroused because I knew what was coming next. He starts pumping away at his cock. I couldn't believe it. He was jacking off only a few feet beneath me. He starts going harder and harder, and even starts to grunt a little. As he's jacking, I am getting hard too. I wish I could have had the courage to say something so we could do it face to face, but I didn't, and stayed silent listening to him masturbate. At this point I needed to join in. So I slipped my hand down my boxers and started stroking very slowly to stay quiet enough so I could still hear him.
We were now jacking off together. Maybe he knew and it was turning him on too, making his orgasm even better. I know I was extremely turned on knowing we were both jacking off at the same time. My strokes were so slow but as I reached my climax I knew it was going to be huge. My legs were starting to tremble. I was feeling things I had never felt before. Now I started to stroke faster. I dont even care If he hears me. When I finally came, it was the biggest load of my life. I couldn't believe how great it felt. I went to wipe of my dick with my shorts and the head of my cock was numb.
Just as I had finished I could hear him and I knew he was about to cum. He grunted and when he came, he shot it so it hit the bottom of my bed. Even though I never saw him masturbate, I knew he was, and I kind of think he knew I was too. For me, it was one of the best orgasms of my life, I hope it was the same for him.