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Story Info

Posting Date 2010-07-15 18:24:52
Author aquaazul
Title Messy Business
Category had an orgasm
Where it happend My bedroom
Age then 11
Age now 31
Gender MALE
Viewed 307
Story Length 701
Status
Rating

(14 votes / 90 points)

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Messy Business

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I was about 11 and had matured early. I was very shy with girls and never dated much until college. However, when I was a sixth grader I hung around with some neighborhood boys. They were all older than me. One of them, Paul, was 13 and in eighth grade. He claimed he had been dating girls and doing stuff with them and I was very curious about all this. I asked him what the kissing was like and he said he would pretend to be the girl and we’d try it. A bit of role playing and sexual play between boys followed. I vaguely remember that we kissed a bit with our shirts off and we felt each others chests. He pretended to resist being felt up by me, but really there was nothing to feel as he had no tits of course. We took off our pants and underwear and moved to the bed. I remember that when it happened, he was lying on his back, across the middle of my bed with his knees and feet hanging off the side opposite me. He was explaining to me that the girl jacks the guy off and how it works. Both of us had our pants down and he was lying beneath me and I was standing by the side of the bed for some reason. So basically he was looking up at my dick and balls which were maybe 10-12 inches over his head. I am not sure why the strange position—that’s just how it happened.

I said, “What do you mean by ‘jacks off’?” I knew nothing.

He said: “They jack you off, you know, a hand job….here, let me show you.”

With that he reached up, still lying on his back, and grabbed my dick. I just stood there. I don’t remember how long or big it was, but both of us had hardons and his hand covered most of the length of my dick. This was I think about the time that I was just starting to get pubic hair. Paul did not have any hair yet and was a late bloomer compared to me, even though two years older.

He started to jerk me off really hard and quickly. He was changing his grip and telling me that this is the way to do it. He had a determined look on his face.

“It feels pretty good,” I said, “but how long do you have to do it for.”

He explained that stuff squirts out and it feels really good. He stroked my dick in short quick strokes and it did feel really good. My balls started to tighten up a bit.

At that age, I had a really quick trigger. It didn’t take more than like 2 minutes or less and all of a sudden I remember a great feeling came over me. I felt something traveling up through my penis quickly and with little warning. I really didn’t know what was happening. All of a sudden a stream of clear, watery fluid shot out of me unto Paul’s chest. I remember there were several spurts and my legs were getting a little weak as it happened. I was grunting a bit and Paul, part way through this, stopped jerking me and jumped up from his lying down position.

He was laughing and wiping the cum off and saying, “Whoa man, you got the stuff all over me. What a mess!”

He had already moved and I was still standing there with clear spurts of fluid spurting out of the end of my erect penis. I didn’t touch it, I just let it spurt all over the bed as my orgasm finished. It was a long orgasm, much longer than the ones nowadays and very intense. I was really young and the cum hadn’t even turned white yet.

After that point, I started masturbating regularly to get that good feeling again. But that’s how it happened, and I thank that friend for helping me out as who knows how long I might have gone before figuring out jacking off on my own!


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