Sharing my first time experiences learning about the pleasures of masturbation.
Let me say first that I love the site. I'm a married and an avid masturbator when my wife is out of town. I especially enjoy reading stories about other first timers as they bring me back to a time of innocence and wonder.
Also about age 5 or 6, I loved to get naked under the sheets rubbing my little penis against the blanket and then flipping over to rub and hump against the sheets. I decided I liked rubbing the sheets better! I think it was about that time when I started to get erections. I loved to play with it and even showed a male friend of mine my little stiffie who couldn't quite get his to get hard.
I think I got my first orgasm quite by accident around age 7. I was lying down on one of those old teeter-totters trying to balance myself level. I must have been rocking back and forth on the sensitive spot of my penis as I recall getting this incredible whole body rush of pleasure. Didn't figure out this might have been an orgasm till much later.
I was 9 when I discovered masturbation with a purpose. My folks had one of those back vibrators and when innocently playing around one of my older brothers placed it against my jeans-covered crotch laughing. I instantly loved the feeling and once I was alone grabbed the vibrator and stripped naked. The buzzing feeling felt so good until I reached a point of something that felt 'super good'. My first dry orgasm. I used to get at least two or three 'super goods' before it would go soft. The vibrator experiences went on for a couple years as my sole method of getting off.
When I was 10, I was at my grandmas by myself and desperate for an orgasm. I couldn't find a vibrator and was constantly holding, rubbing, and eventually stroking my penis while I looked. Eventually I found the familiar forefinger thumb ring and pumped up and down until I got that super good feeling. Now I didn't need that vibrator anymore and could do it anytime I wanted. I was just getting interested in girls at the time and liked to get a catalog and look at girls in their underwear while I stroked.
A year later at 11 I had my first cum and laughed to myself thinking that I was finally a man. But bummed because now it made a mess. Another year later at 12 and in seventh grade I learned that my rubbing had a name called masturbation and the super good feelings was called orgasms. I was especially surprised to learn how many people did it as nobody discussed it back then.
Hope sharing these experiences triggered your own pleasurable memories. I'd love to hear similar tales of those first times. Happy jacking and jilling!