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Giving my first blowjob

I was recalling the first time that I ever gave a blow job while I was jerking off last night. I thought I would tell you the story and share what my experience was like when I finally took the plunge and made my first attempts at having sex with a man. At the time, it was a little awkward, but the more I think about it looking back that situation, I wish we had gone farther and made it an anal experience instead of just a blow job. But it was wonderful nonetheless.

Here’s what happened.

The guy I gave head was a business client of mine. Unfortunately I really don’t remember exactly how it worked out the way it did, but at the time I was running my own computer repair business and he had called me after seeing my advertisement in the Yellow Pages (we didn’t know each other at that point) and had asked for me take a look at his computer. I took his computer home, and as I was working it, I noticed quite a bit of gay male porn. At the time, I was experimenting quite a bit being a cross-dresser, and my interest in cross-dressing, sex with men, and porn in general was quite heightened. I not only noted pictures and videos of gay porn on his computer, there were some things that were virus related that I had tell him about. They were things that got his computer very likely because of the gay porn websites he was visiting. I had tell him what I had found. Perfect segue my future sexual life and legacy.

It was in this discussion that we got into the topic of gay porn and having sex with men. I remember he was a bit uncomfortable at first, but I told him everything was okay, that I would never let anyone know what I found, and that I actually had interest in having sex with men. I don’t remember at that point if that was when we decided that I would give him a blow job, or if the discussion came at a later time when I visited him. Regardless, we made the arrangement for me go visit him at his house, in the afternoon, and he was waiting on a bed in a bedroom, naked, playing with himself, as we had discussed. I went into the room and took my clothes off. No words were spoken whatsoever.

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