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Older Men Experiment

Posted by: Age: 64 Posted on: 35 comments
20 likes 51 views Category: Masturbation Male-Male Tags: Older men, first time

An older man wanting to relive good memories of his youth masturbating with other guys.


I learned to masturbate with some neighborhood boys one summer. We would go back to Joe's room, four or five of us, and get out his dad's Playboys. I watched these older boys jack off, and began imitating them. We never touched each other; back then it was "queer".

A few years ago I wanted to relive some of those memories. I followed ads on CL, and nervously answered one. I met a man at his office after hours. He put some porn on the laptop, and we dropped our pants. He was already so hard. I was very nervous, but got erect quickly.

I told him this was my first time doing this, and he was understanding. We stroked a bit, and he asked if he could touch my cock. I moved my hand aside, and he reached over and gently touched and stroked me. It was surreal. I was thinking to myself, "Am I really doing this? Am I REALLY about to touch another man's cock?"   I took a breath and put my hand on his VERY firm cock, and stroked him.

We went back and forth, stroking each other and ourselves. I caressed his sac like I enjoy mine done. He really liked that. He said he was close, and I stroked with one hand while cradling his balls in the other. He lurched and grunted and came, shooting his cum on his stomach and then down his shaft onto my hand. I was so close, and told him so. He said to wait a second. He wiped his hand off and said, "I can finish you if you want."  He gently stroked me, and as I was already so close, I came very hard, squirting on my stomach. 

The orgasm was all the down to my anus. Pulsing and throbbing. It was amazing.

That was the only time I met this man. I felt dirty afterwards, but that didn't last.

Since then I have met a few other men about every six to eight months, whenever the urge becomes greater than the nervousness.

A final note; I had, like many men, a concern that my cock wasn't big enough, etc. Every man I met says my cock is really nice. Thick and nicely shaped. I don't have a porn start one, but it is nice to know I'm good in that area.

If anyone is interested, I can write about the few other experiences.

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