My First Time With A Man

(Part 1 from 1. Fiction.)

My first time with a man came late in life.

I had always felt myself different, but being the product of the 60’s I was too frightened to enjoy sex with a man.

So I married, had two daughters and just tucked those desires into some back corner of my conciseness.

When I was 47. I was searching some real property opportunities on Craiglist and happened upon a portal simply described as men Seeking Men. I though about it for just one minute and then clicked on the link. All of those beautiful cocks, just waiting for my yearning mouth. Each day for the next week or so, I found myself looking at those beautiful examples of man hood and wanting to help relieve them of their manly juices. In the last five years my relations with my wife had trickled off to virtually nothing. I could work up a hard on but it took a great deal of effort. But just five minutes in front of that Men Seeking Men web site and I was stone hard. I love how that made me feel. I decided to post an add. “40 something married man looking to give his first blow job.” I got several dozen responses. I discarded all but one, the one that caught my eye and fancy. I decided to contact the author. We e-mailed back and forth for several days and then he suggested that we meet. I thought to myself, I can’t do this, what if I get caught, what if I enjoy it so much I can’t get enough of it. For several days I did not reply, but then my sleeplessness got the better of my and I arranged for lunch.

Jeff and I met at Jerry’s Famous in Woodland Hills, CA. If it wasn’t love at first sight, it surely was instantiations desire at first sight. We decided to go to the local Holiday Inn, choosing to skip lunch. Jeff pushed open the door to our room, yes our room, it sound so good. The door closed and we immediately went at each other, with deep kisses, pawing one another. My cock was so hard and I could feel his cock equally as hard through his pants. I was the first to drop to my knees. I opened his belt, unzipped his pants and fished his waiting cock from his pants. It was beautiful, 8 inches, cut and the object of my incredible desire. If it took a second to place his cock in my mouth that would have been a long time. The texture of the skin on his cock in my mouth was almost enough to bring me to an orgasm, but I suppressed that feeling. I can not tell you how good his cock felt and his pre cum tasted. He started humping my mouth. After just a few minutes I could tell by his breathing he was about to cum, so he withdrew his cock from my mouth. “No wait, I want you to cum in my mouth, please don’t stop now.” I protested. “Let me see you first.” He replied. I didn’t want him to suck me as much as I wanted to have him cum in my mouth, a bit disappointed I dropped my pants and we fell onto the bed both of us now sucking each other.


The pleasure of our 69ing was not lost on either of us. In all of my experience with women, nothing compared with the sexual pleasure I was having with this strange man. Our rhythm was so easy, so natural, so good. Finally I could hold it no more and started to cum in Jeff’s mouth. My explosion, and it was just that, was apparently very sexy to him and we both came together. Wave after waive after waive of cum flowed into my mouth, I couldn’t’ get enough of it, I swallowed every drop as did he and we both fell back. I laughed so hard, why had I wasted so many years with women when it was a man that I wanted indeed yearned for all of my life.

After about thirty minutes of pillow talk, I could see Jeff getting hard again. His hard-on promoted a hard-on from me. I couldn’t believe that I was ready to get part 2 of my initiation into the gay experience.

Jeff told me to roll over and put a pillow under me. I did as I was told. If butt fucking was half as good as the blow Job I just gave, I could wait. It didn’t take long for Jeff to start preparing my asshole to be a vagina. First he reamed me with one finger and then two. Then I could feel his dick pressing against my asshole. My soon to be vagina, protested but the protest didn’t last long. Jeff pushed ever so gently and finally my protesting sphincters, gave up and just let him in. I was on top of the world with ecstasy. I loved how he felt inside me. I loved the control this strange man had over me and I loved how hard as a rock it made me.

I felt like I had never felt before for me this was truly my first sexual experience. I know it was stupid not to insist on a condom, but when he finally let his load go and I could feel him cuming inside me, for that moment I was glad he hadn’t used a condom. As he shot his load, I couldn’t believe it but I shot my load as well. For the second time in an hour he and I had cum together.

I haven’t seen Jeff since that experience, and I worry that I may have contracted an STD, but I don’t regret that my sole sexual desire now is for a man and any interest that I once had had for women is gone. The only sex I want, is sex with another man.

I look forward to my next sexual experience with a man, I hope it is soon.

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