This is the true story of the first time that I jerked myself off and got a massive, unexpected orgasm. The story is set in 1990, and I was 14 at the time. So this is pre-internet age.
I had been holding out till that day. The other boys in my year where all jerking themselves stupid, and couldn’t stop talking about it. But it scared me. It seemed so intense and addictive, and was afraid that I wouldn’t be able to control myself once I tried it (which turned out to be completely true). That doesn’t mean I wasn’t horny. I was; I was horny all the time. The girls in my class kept developing, and as their boobs became larger and faces ever more cute. I just kept getting boners all the time in school. But I kept restraining myself, and tried to be a “good boy”.
So what happened to change this, you may ask? Well; Kelly Bundy happened. Every Tuesday evening national television started airing episodes of Married with Children, and that brought things to a whole new level. Every Tuesday this teenage boy watched Kelly Bundy strutting around with her platinum blonde perm, massive fuck-me bangs, tight boob-squeezing top, and shirt leather skirt, and he just got the most massive hard-ons he ever experienced. And not just that; the girls in my class started to imitate her style and dressed evermore slutty. The senior boys were soon dating our girls. And rumors started swirling around that our girls were starting to turn bad, learning from the older boys how to smoke in secret places at school and much more besides. After classes were over, we would see the girls disappear with the seniors to do god-knows-what. Man, I was clearly missing out big-time!
So another Tuesday evening came, and Kelly Bundy was sluttier then ever. And the story of that episode was that she was fucking boys all over the place. Man, this must be what the girls in class were doing! The blood was pumping so furiously through my colossal boner that I became lightheaded. After the program I just had to go to bed to relax. And there I lay, under the covers with my pj’s on, with a massive boner pressing against the sheets. I surely wasn’t any more relaxed! Suddenly my hand started sliding down, and before I knew it, my fist was closing around my massive shaft. Mind you, I wasn’t masturbating, just holding it. But my dick instantly reacted to it, sending a wave of relaxing pleasure through my body. Man, this feels so good!
And then I started slowly; slowly!; pulling my skin up and down the shaft of my penis. That’s not masturbating right; when you do it so slowly? And then my body really started to relax. I really felt so smart right there; I had discovered a way to relieve sexual tension without actually masturbating.
As I lay there gently rubbing my dick; I started thinking about all the girls that I wanted to be with. First of all Kelly Bundy, off course, and also Brenda Walsh from Beverly Hills 90210. And then the hot girls in my class. Soon my mind settled on Sophie, the sluttiest girl in class by far. She was tiny; barely 5 feet tall. But she already had a pair of hard, pointy tits, which she showed off in a low knotted shirt leaving the maximum amount of cleavage for all of us to see. And under her naked bellybutton she wore wide jeans grabbing her tight ass, with a massive leather belt. And above her angelic face she had huge fuck-me bangs held in place with colossal amounts of hair gel. Picture the bangs Cameron Diaz had in There’s Something About Mary; in this movie it might have been a joke, but our Sophie already had them in 1990. And she had real arrogant, pouty lips. She actually was quite arrogant to us; not being interested in us, “immature” boys. No; she was only interested in older guys.
I hardly noticed that the pace of me rubbing my dick was picking up as I thought about the scandalous stories that were told about Sophie in the school yard. By the end of the evening her boyfriend of the moment (she would switch boyfriends about every month), would take her outside to the backseat of his car to have some “private time” with her. That’s at least what was told
And then I thought about the craziest story I had heard about her. One of my classmates had heard from a senior boy that when entering the bathroom in a bar one night, he walked into Sophie on her knees, with the dick of her then-boyfriend in her mouth. We couldn’t believe it, but he swore it was true. And there in my bed, as I was feeling ever more pleasure rushing though my body, I tried to picture Sophie’s arrogant lips wrapped around my insanely hard dick. And that was what pushed me over the edge.
All of a sudden, I heard myself moaning loudly while my loins started to glow uncontrollably. I knew right there that I had gone too far. I felt like a bottle of coke which had been shaken for way too long, and was about to burst. Despite never having experienced it, I instinctively knew what was about to happen. My dick started to hardened massively. I felt as if I had become a giant gun, and all of a sudden I felt an enormous burst of insane pleasure shooting right from the back of my ass, through my entire body, channeling an enormous bullet of pure sexual power through my penis into space. And that wasn’t the end; I immediately felt a massive recoil pushing myself back. Immediately a second pleasure bullet was fired through my body drowning in pleasure, straight into Sophie’s arrogant mouth. I was moaning and sweating like never before, and felt the pleasure of years of sexual tension all being released in one go. I had never had a more intense feeling of utter pleasure in my life.
As soon as I calmed down, I pulled away the sheets and was mortified. I found that I had shot enormous puddles of white, sticky goo into my bed. What were my parents going to think off me? I quickly ran to the bathroom to get some tissue to try clean it up. This was clearly all a massive mistake; while I tried to clean up the mess, I promised myself that I was never going to do this again. Stay tuned for the next story to see if I was able to keep this promise.
You must be logged in to post wall comments or like a story. Please login or signup (free).