I discovered this site a few weeks ago and have spent many hours since, reading through all the postings and masturbating after every few. I feel sorry for the guys who only discovered masturbating when they were 12 or older as the times I used to have dry orgasms where definitely more pleasurable than when I started having wet ones.
Thanks to a babysitter, I discovered the pleasures of masturbating when I was six or seven. She was 14 and the daughter of one of my mom's colleagues at work. My parents attended the company's year-end party and the girl came to baby-sit me. I was already bathed and in PJs when she arrived. (I always used to wear only a big t-shirt for PJs until I was 13 and started sleeping in the nude).
After my parents left, I was laying on the one coach watching TV and she was sitting on a chair. I noticed her staring at my crotch area and realized she could probably see underneath my t-shirt from where she was sitting. Only my parents saw my privates before and my first reaction was to feel ashamed when I realized she saw them so I covered myself properly. After a moment I started feeling a strange exciting feeling at the thought though and decided to allow her to see again. I made sure I left nothing for the imagination and the thought also made my little pecker going stiff. She giggled at noticing this and asked to sit next to me. I made space for her but covered my pecker.
She asked if she could see it again and I uncovered. She then asked if she could touch it and I agreed. She griped it with her hand and started pumping it. The feeling was unbelievable. She stroked me to my first dry orgasm. It was such a fantastic feeling, about half an hour later I asked her to repeat it and she obliged.
She became my regular babysitter for over two years until she went off to college and every time she watched me, she would jack me off at least once. My parents would hardly be out the door before I would lift my t-shirt up to reveal my already-hard pecker for her to jack off. My parents never found out. They thought she was a very good minder as I liked her very much and was always excited when they told me they were going out and she was coming to sit for me.
After she left for college I felt very sad but started jacking off myself. It was not as good as when she used to do it to me but still great. Even now I still think of her when jacking off.