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I learned how to jerk off on my own but had an experience when I was 15 and showed two other guys how to do it. I knew some guys learned from others but I did not think I would be a teacher.
At 15 I did not have a job or many sources of income so when I got a call asking if I would want to baby-sit I was interested. I figured all I had to do was watch TV and get paid. This family had two sons about ten and twelve. It worked out well so I baby sat for them every couple of weeks.
On one visit the younger boy was spending the night at a friend's house and the older boy had a friend of his over. After the parents left these guys were excited to show me some playboy magazines they found and we sat down and lusted over the pictures. They started asking lots of questions about sex. After a while I had to take a piss so I got up to go to the bathroom. I had a hardon from all of the pictures and talk so I had to wait until my dick softened enough to pee. Just as I was finishing up the guys came into the bathroom and stood right next to me to get a close look at my penis. Since I was several years older than they were I assumed they were curious about how big my dick was. Needless to say having so much attention on my exposed dick resulted in another hardon. They were impressed about how big it was (it is not that big but it must have been really big from a 12 to 13 year old perspective). The older guy asked if I would show him how much hair I had and proudly told me he was 13 and had a lot himself. I said I would show him only if he did the same. Everyone then dropped their pants and we started comparing our respective assets. They both had good size hardons and the older boy had much more hair. I asked them if they had ever jerked off and it became apparent they knew nothing about it so I suggested we return to the bedroom and I promised them they would really be interested in what I would show them.
I started jerking off and explained how I liked to hold my dick, the amount of pressure and how I liked to move the skin up over the tip of my dick. They watched with their excitement apparent from their still rock hard dicks. As I got going and my breathing got heavier they were transfixed on my approaching orgasm. I told them I was about to shoot and they watched as I came all over the bedspread. They were amaxed at the sight of the come and asked me how it felt. I told them it was the most incredible feeling they could imagin and with that they wasted no time in going to work on their own dicks. Though I couched them a little on techniques they were clearly learning from first hand experience! The younger boy was the first to indicate he was feeling the onset of an orgasm and he quivered as he shot a load of somewhat clear fluid. It was sticky and based on the look of pleasure on his face I assured him he had had his first orgasm. The other guy was still working hard and based on the speed of his strokes he was getting closer to his goal. He was really pounding away as he shot his first load. His was much whiter than the younger boy and he was proud of the volume of come he shoot onto the bed. I started to get dressed but they both wanted to do it again. I explained that they had to wait a while but they both still had hardons and they were not deterred. They continued on to have a two more orgasms and did not mind that it took a little longer each time. They were so excited about this new found trick they would have kept going if the parents had not pulled into the driveway. They jumped into the beds and I went down stairs.
Though that was the only time I had a chance to show someone else how to jerk off, I suspect I started them off on a life of enjoyment.
Has anyone else had an experience either showing someone else how to jerk off for the first time or learning from an other guy? I would be interested in getting e-mail from anyone that had similar experiences or would like to share other adolescent experiences. Please e-mail me directly with your experiences. I would be happy to share other experiences with those that correspond.