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Strider Amateur Jackinchatter

349 posts since 2006-03-22
homosexual male from San Francisco
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I had a brother that was 9 years older. When I was about five years old he took me behind the garage in some bushes and showed me how he milked his penis which seemed enormous to me. At the time seeing white stuff shoot out instead of pee seemed curious to me but wasn't particularly a turn on. When I was eleven I heard some guys talking about stroking. Then I recalled that scene with my brother. So I tried it out and WOW!!....I was hooked for life. I think it's a turn on to hear how guy's discovered jacking. So let's hear your story.
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When I was 10 or 11 I had a friend who was a couple of years older. I had always been horny even though I didn't understand why. He taught me how to jack and we had a couple of years of getting each other off before we went our separate ways. I had a few other friends like that until about 14 when it became uncool to be jacking with other guys. I kind of miss those times...
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fatguysmalldick Novice Jackinchatter

64 posts since 2010-03-26
44 year old curious
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Well I had always played with my penis from a very early age. But I was 10 or 11 when I first shot a load of cum. I went out in the backyard naked, sat in a pile of leaves, and started ratcheting my penis up and down like a car jack. I felt this overwhelming desire to keep doing it because my penis kept getting harder and harder and that very nice pleasurable feeling was building. So I kept it up till I shot my load, then laid back in the leaves and looked up at thr sky through the trees. Ahhhh memories...
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sd40jk Professional Jackinchatter

1564 posts since 2007-01-16
57 year old bisexual male from Near Glenella Manitoba Canada.
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Since I can remember I was pleasuring myself so I started very very early. smile
caffein8d, vaccin8d, & freshly masturb8d cockstroke
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bi_20850 Novice Jackinchatter

40 posts since 2008-10-01
63 year old bisexual male from Hopkinton NH
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I was hanging around with an older kid down the street. He was 15, and I was 11 or 12. Not sure how it happened but he started showing me what he does when he gets a boner. His cock was big and hairy compared to mine, and he spent about 20 minutes stroking it and stopping - edging.

He must have known what was going to happen because he finally stroked it too much and he made a strange howling noise and put the palm of his hand over his flared out cock head. He was trying to stop from cumming but that worked for about 2 seconds and then white goo was shooting everywhere. I was pretty fascinated and when I did it myself I figured out pretty quick what it was all about. I didn't get thick creamy spurts until a few years later though.
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My bud taught me and cheered me on as I busted my first nut.
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I learned by accident. I was in a shower, washing myself. I had an erection, which was not unusual. As far back as I can recall I enjoyed feeling my dick and playing with it, but nothing out of the ordinary ever happened. This time, however, as I soaped my erection, I was overcome with this intense feeling of pleasure. I had no idea what was going on. I couldn't help but continue to soap my dick. After a few seconds the feeling subsided. I did not ejaculate. The next day, in the shower, I tried to reconstruct the event. It happened again. I never looked back.
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enis Skilled Jackinchatter

823 posts since 2006-02-10
80 year old curious from Midwest US
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I have played with my cock for as long as I can remember probably back to age 3 or 4. I especially enjoyed bathtub play. My first orgasm came as a surprise when I was 11 or 12. I used to cover my hard cock with a linen handkerchief and rub it. It was too sensitive to touch directly especially the head. One day I was rubbing away and I could feel these incredible sensations building in my cock. I kept on rubbing and all of a sudden my cock started to spasm and some milky fluid and a little blood shot out on to the hankie. I was sure I had discovered something wonderful and that I was the only one who knew about it. I was very confused. My father was older and very ill and my older brother had moved on so I had no coaching on these matters. Of course, I kept practicing and improving my talents and eventually picked up enough info from friends to understand what I was doing. Over the years my cock has remained a primary focus of my interest and I've probably spilled gallons of cum during my solo sessions and the rest I've shared with some fine females.strokestrokestroke
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When I was 9, we had Sex Ed in school, 4th grade, and they talked about erections, wet dreams, ejaculation and all that, but didn't talk about actual sex. I lived three houses from the corner, and my friend lived two houses around that corner, so he was at my house often, and he spent the night most weekends. He was over, spending the night, and we were in the living room and started talking about sex ed. He told me there were porn channels, and that even if they weren't payed for, you could turn them on and hear it through the fuzz, and see some stuff. Then he started talking about his penis, and said sometimes he rubbed it. He told me how to do it, and then said to go to the bathroom and try it with some lotion. so I did, and I loved it. I came out and told him, and he said it was his turn, so I told him I was going to go with him and watch. He said sure. So I watched him work it with the lotion for a while, and then I grabbed his dick and started stroking and he let me for a while, and then he grabbed mine and started stroking. He was a year and a half or two years older than me, I was a year advanced in school, so his shaft was a little bigger than mine, but my balls were bigger. From then on, he spent the night on weekends, and most days in the summer, and we would jack each other off. That eventually lead to us laying on one another, like we saw in the bits of porn we could see, and humping, or sitting missionary style, and hugging each other and grinding. We didn't know it then that that was frotting. That lead to sucking each other. He wasn't so great at the blow job, he made his lips rigid, and just bobbed his head up and down, but I learned from what he didn't do and worked his dick up and down, swirling my tongue, and twisting my head. He said it was amazing. We'd shower together, jack, frot, suck each other, all of that, but neither of us could cum. We'd try to and look for it every time we were together, but nothing. Eventually, I moved away, and we had to stop, but I still jack off thinking about it now. He was fully cut, but when I was circumcised, I was only partially circumcised, just enough to free up the tip of my penis so the foreskin could move around it. He was fascinated by that. My skin was still attached to the underside rim of my penis, and his wasn't, so that was something we compared often. After a few weeks, mine began to detach and look more like his. He loved playing with my foreskin, and said I had the biggest balls he'd ever seen, so he liked playing with those too.
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Bogey58 Professional Jackinchatter

1062 posts since 2007-12-29
65 year old bisexual male from Salt Lake, Utah
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Years before I had an orgasm, I knew about jacking off. I had older friends that told me about beating off and I tried to jack off many times before I was able to. I finally masturbated to orgasm for the first time, unexpectedly. I was in bed and humping my hands, while lying face down, and that is when I had my first orgasm.
Meaning of life= Suck cock, swallow sperm.
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kingron Amateur Jackinchatter

316 posts since 2010-11-19
112 year old homosexual from oklahoma city ok
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I was 8 the first time I jacked off and the paster's son taught me after the fucked my ass the he showed me how to jack off
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horneyoldguy Amateur Jackinchatter

335 posts since 2007-11-26
80 year old from New Jersey
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During the late 50s, during 7th grade, was home sick in bed, bored and started to play with my cock like I usually did when I had nothing better to do when I suddenly felt that pressure felling and began to spurt all over myself. Made a real mess over my pjs. Told my mother I accidently peed on myself and was told to put on a clean pair and get back in bed. Which I did and began playing all over again. From then on I jacked off using a white gym sock to catch the cum and when it got to stiff I put it in the wash.
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Evolution Amateur Jackinchatter

142 posts since 2007-05-24
49 year old curious male from Sweden
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My first time!

When I was 15 yo and 3 months I finally discovered how to have a complete jack off. I had no one who could teach me and was a bit innocent - guess thats why I was so late.
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One morning I was preparing for school taking my shower. Washed my hair with shampoo as usual and soaped up my body. When I cleaned penis and foreskin I got a massive erection. This time the cleaning felt amazingly good, when the soap made my hand slide very easy over the cock head.
I simply could not stop! And suddenly it just happend - BANG - and the explosion of pleasure in body made the sperm shoot out and hit the wall in shower.
Since then I am addicted masturbator and it gives an extra dimension to my life.

That shower became a bit long. I missed bus to school and had to bike. Was 1 hour late to first lesson.

I try to plan my masturbations a bit better now.

Keep on stroke

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I am 175 (5'9) 70 kg (145) blue eyes, light hair & smooth body, naturally muscled.
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gator1 Amateur Jackinchatter

218 posts since 2008-06-25
71 year old heterosexual from Texas
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When I was 11, living at the edge of a small town, a buddy and I used to hike and shoot bb guns. One day, he said he thought it would be fun to walk around with our dicks out, since no one was around. A year older than me, he was starting to get hair, and larger, but we both popped to attention very quickly. He just started jacking, and I instinctively knew what he was doing, so I followed suit. Felt awesome, although it was two more years before I could cum. He said, watch this, and shot a couple of squirts onto my dick, which felt awesome. I wrapped my hand around it and kept rubbing.
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Waterwing_wacker Novice Jackinchatter

16 posts since 2010-08-19
52 year old curious
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I was 11 and on vacation. I happend to be alone in the hotel room with my cousin's bright yellow water wings. Wings always were a turn on for me and I can remember being 5-6 and getting excited when I would play w/ them. Anyway I blew them up nice and tight, and realized a had a major erection. Without really knowing I started stroking, but couldn't really cum. The following winter after I turned 12 I had a pair in the bathtub with me. I wanted to see what they would feel like blown up on my legs. I already had a boner. When I finished inflating them tightly, I just started jacking...and BAM! my first orgasam! Later that nite I did it again in bed and the rest, they say is history.laugh
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