Older Men Experiment III

In my last post, I said I went a whole year before meeting another man. This is that story.

I placed a CL ad, wanting to meet and JO with a guy. I received several answers, and filtered out the flakes, and settled on one man who sounded sane and not let's-do-everything crazy horny.

He came to my house on an early afternoon. He was about 20 years younger than me, and seemed to be a decent guy.

I took him back to my office. We talked a few minutes, while I brought up some porn. I was nervous, as always, and undid my shorts and stepped out of them, naked from the waist down. He did the same. His cock was already stiff and sticking out. It was a beautiful penis, and I'm not gay! 

I was stiffening up quickly. He said, "You have a nicely shaped cock. It's thick."  I thanked him, and asked him if he minded if I touched his. He turned to me, his cock pointed at me, and I reached down and circled my hand around it. He reached for mine, and we stood there a short time, caressing and stroking each other. While we were getting comfortable with each other's cock, we asked each other how many guys we've played with, etc. 

He had topped 3 guys, and been topped once, and jacked off with several others. I had only the few previous experiences.

We sat down next to each other in my office, watching porn some, but mostly focused on the pleasure of being stroked by another man.

I asked him if he enjoyed having a cock in his rear. He said is was erotic, but he preferred being the top. I said I was curious about what it felt like having a cock at my back door, but no penetration.  He said he would show me. I knelt on the floor and leaned on a chair.  He got behind me and rubbed his cock in my butt crack.  I felt him put the head at my back entrance and rubbed directly on my hole.  He reached around with his left hand and stroked my cock while he humped my ass. I almost came then. 

After a few minutes, I moved to get up. His cock was leaking precum, which I discovered some was on my rear.

We sat again, and he said he would make me cum first.  He stroked my cock, and would just touch my back door and rub, but not pushing in.  It didn't take long, and I told him it was about to happen. He talked to me, saying he wanted to feel my cock throb.  

The orgasm washed over me in an avalanche. I ejaculated hard, and shot a lot of cum. It was unbelievably intense and good.

After mine subsided, I gave him a wet wipe and he cleaned his hand. He stood up, and his cock was almost at face level. I had a pair of my wife's panties, and wrapped them around his cock. I began stroking him with one hand, and caressing his sac with the other. I got a little braver and slipped one hand up between his legs and touched his hole. He started jerking a bit, and his legs buckled as he shot into my wife's panties and my hand. 

We sat down, our messes still on us, and caught our breath. He said his thanks, as did I. We cleaned up, and he left. He was the last man I have met to JO with.