True story about my first jack off with another man.
I had been married about 10 years and never gave a thought to doing anything with another guy. Well, after having read so many stories over the years about guys having jack off buds, I started thinking about how that would be. I love my own hard dick and I love to jack off. I thought it might be interesting and maybe even fun to openly jack off with a guy.
Back in those days (I was about 35), one could place free ads at a number of places on the net for sex. These days almost none are free. Anyway, I placed an ad for a jack off bud in my home town. I had a reply several days later from a guy who said he would be in town on business staying in a major hotel. He said he was married and had a curiosity also, and he asked me to write back immediately if I got his email. I wrote back and we arranged for a meeting several hours later.
I met him in the hotel bar where we had a drink and got to know each other. He was about 50 I would guess. We both declared our nervousness, but we both wanted to follow through.
We went to his room and stood around and talked. I sat on the edge of his bed and he was basically standing in front of me taking. Finally he said 'shall we?' Then he started unbuckling his belt and unzipping his pants. Damn! For the first time in my life I was face to face with another man's hard dick! He had told me in email his was 8.5' but we all know how guys stretch the truth. In fact, his was every bit of that!
I stood and took my pants off and by the time I got them off I was fully hard. I sat back down, but he remained standing in front of me. His dick was thick and long and rock hard and he had ample dark brown hair around his dick.
We both started feeling our own dicks and talking about how good it felt to jack off. He asked me if I minded if he felt mine. He reached down and took mine and squeezed it and stroked it and complimented me on it. His enormous dick was so close to my face ... I took his large hard dick in my hand and felt it. Wow. I bet he would kill most women if he fucked them with that thing!
It was only natural at this point to jack each other as we already had each others in our hands. He wanted to lay down on the bed, so I sat beside him and jacked and stroked away on his dick. He kept saying 'damn this feels good,' and 'this beats doing it myself,' and stuff like that. Hell, I jacked and jacked on him for what seemed like 15 minutes and he finally said he was cumming. He shot cum all over his stomach. He cleaned it off and then said 'let me jack you off now.'
I layed down on the bed and he sat beside me and started jacking me. It felt great. I lasted nowhere near as long as he did. This experience was pretty over the top for me and exciting, and I came in about two minutes.
I cleaned up, we dressed and went back to the bar.
Since then I have never done this again, but when I think about that day I get rock hard. If I met the right person I would do it again.