First Time With Another Boy

Alan was a year younger than I so I never thought of him as anyone other than an acquaintance, nor did I have any sexual thoughts that in anyway involved him. I never imagined that he had any sex urges at all then. I was wrong.

Our families had been friends for years, and did a lot of socializing together. It was at an event both families attended, at a country club where this happened. We were both bored with the activities, got permission to go outside, began wondering around the club grounds, and found ourselves off by ourselves in the darkness when Alan began to ask questions. At first they were involving things such as sports, but I could see something was agitating Alan. So I asked him if something was the matter. He said yes there was, but he didn't know if he should tell me what it was. I told him not to be shy.

By then we were sitting on a bench when he then asked me if I jacked off. I was more than a little surprised, and after hesitating said I did. The conversation continued with him asking when I started. At the time I was 13, had started at 11, and had been ejaculating for about six months. I asked him if he did it as well. He said he did. Then I aksed him why he brought the subject up. He replied that he had been fascinated with my dick for the last week ever since he saw me naked in the locker room and noticed that I had a big one which he assumed meant that I jacked off a lot. He added, 'You do don't you?'

I embarrassingly admitted I did it three times a day. Then he asked me to jack off with him. Before I could answer, he stood up, slipped his shorts and briefs off, and I saw his hard dick sticking straight out. It was about five inches long, and had precum glistening on its head. I followed his lead. He exclaimed, 'Wow, you've got a big one', when he saw my six and a half inch, very thick penis. He added, 'This is going to be fun', and began to stroke his peter. I worked mine as well. It took about five minutes of this to get me to the edge. He realized this and asked if he could finish me off. I released my now throbbing dick, he wrapped his fist around it, and resumed what I had been doing. I began jacking him.

Suddenly, I erupted with the biggest load of cum ever. It started with a steady stream of thin white stuff followed by five or six ropes of thick white cum and then a lot of oozing. He exclaimed, 'God, what a load', and then he began to come. His orgasm was much less in volume than mine. This was the beginning of a mutual jack off relationship which lasted for four years.