I'm a loyal reader of Solo Touch stories and am continually amazed by the guys who say they started masturbating at the age of six or eight. Although I had some pleasant stirrings at the age of twelve, it wasn't until the age of fourteen that I discovered actual masturbation. I very quickly made up for lost time, however.
During my 14th summer I spent my spare time playing croquet with my sister and neighborhood kids. My sister was twelve and only starting to develop, but her best friend, Gail, already had an impressive teenage figure. She wore a sweatshirt that gaped open when she bent over the croquet mallet, giving me a view of her melon-sized, creamy breasts. I couldn't get a look at her nipples from that angle, because her breasts curved out so much, but the view was enough that I would take time-out's and rush down to our basement. From there I could look out through a window and get a view of Gail on the croquet lawn. I would quickly jack off (I'm talking about a minute or less) so that I could get back without missing my turn.
One hot midsummer day my sister and I biked to the Lake Ontario shore for a swim. She was still wearing last year's bathing suit, and so even though she had not yet developed much of a figure, she was starting to bulge out of it in interesting places. This started to get me aroused and when we got out of the water and lay down on a blanket to sun ourselves, the urge to masturbate grew powerful. We were on a deserted stretch of beach, so I wasn't worried about other people seeing me. But what about my sister? She was turned slightly away from me, reading a book. I turned onto my side away from her, slipped a leg of my swimming trunks up over my stiff penis, and began very cautiously to stroke it. I was starting to feel an orgasm mounting when suddenly my sister grabbed my shoulder and flipped me on to my back. 'Aha! I thought you were doing something,' she said, staring at my hastily covered erection. I tried to deny it, but she only laughed and said she wasn't a baby anymore. Then I switched to trying to get her to promise not to tell.
'I won't tell if you'll go ahead and do it and let me watch,' she said. I could tell she was eager, so I pressed my advantage: 'I'll let you watch if you'll let me look at what you have,' I said. (I didn't know enough to ask her to masturbate; at the time I had no idea girls did such a thing.) She offered to show me her breasts, but after some bargaining I got her to pull aside the crotch of her swimsuit instead. There it was, my first glimpse of female genitalia, hairless and smaller than I expected. But I was so excited I went ahead and quickly brought on the strongest orgasm of my young life, splattering the beach blanket with cum that we then had to take into the water to wash off.
A couple of days later, as I was working in the tool shed, my sister and Gail appeared. 'Gail wants to see you do it,' my sister said. 'You promised not to tell,' I objected, but already the possibilities were beginning to sprout in my mind. A bargain was quickly struck. Gail pulled off her sweatshirt, revealing her amazing breasts, smallish nipples and all, while I pulled out my cock and started to stroke. Gail giggled when she first saw it, but as it grew bigger and redder she grew serious and stared spellbound. Unfortunately, I couldn't put on a great cum-shooting display, because I had just masturbated a half-hour before, but my few modest squirts created an impression nevertheless. I'd have liked to say this was the beginning of escalating fun times with Gail, but in fact the only result was that during croquet games I quit running off to the basement. I figured she would now be able to guess what I was doing.