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2-hands Novice Jackinchatter

2 posts since 2011-09-22
66 year old curious from Virginia
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Was 14 when I got caught jacking off in the woods by a kid from the neighborhood. Later we became friends and jacked off together. Not long after that we started jacking each other off. This continued for over a year until I moved. Hated to go, It was alot of fun!
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alwaysjackin48 Amateur Jackinchatter

428 posts since 2006-08-25
65 year old heterosexual from long beach ca
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Not counting the times as a teen , the first time was in my late 30s. I stopped at a rest area in the wee hours of the morning to pee. I knew there were peep holes between the urinals and toilets from prior visits, but this particular time I walked in and saw that there was someone seated there. We were alone and at first I just was allowing myself to be seen, but as I releived myself , I got braver and I figured what the hell. When I finished I turned toward the holes and gave whoever was watching a show. I was nervous about someone else walking in, so it was the quick cum. I dashed out afterward , and never saw the stranger behind the wall. It was quite a thrill being my first time.
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jackerbudchgo Novice Jackinchatter

46 posts since 2010-05-16
bisexual from Los Angeles
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about 13
keep it slick!
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ok_guy Novice Jackinchatter

14 posts since 2011-09-23
33 year old curious from oklahoma
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If you count being on webcam then the first time was when I was 15. Like a lot of guys I'd masturbate for strangers any chance I got. It's still fun but it was a lot more exciting in high school for me at least.
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about 15 as well
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i was 19. My highschool GF broke up with me. I was depressed so I decided to take a stroll at Blacks Beach (nude beach) in San Diego. I came upon a very hot couple boobs cock in their late 20's maybe early 30's and the chick was sucking the guys hard cock. amazed I settled about 30' away, got naked smooth and just started to watch them. It was obvious very early that they did not mind me watching. My cock got very hard cock and I slowly started to fondle it to see if they minded. They both watched me stroke it stroke as she rode his cock and she smiled at me wink several times, which was amazing! The fact that she was watching me stroke stroke as she fucked her man pussy cock drove me nuts. I think this is why I have the fetish today seeing other guys with my wife (we have done it once). any way, after awhile of this, a crowd of about 7 men gathered and I still stroked a little, but all the other men broke the connection we were having. angry They eventually stopped and the crowd disapated. I then gathered my stuff got dressed and slowly approached them and asked if they ever fool around with other guys. smile They politely said no, cry I appologized for bothering them and went on my way. Was a VERY hot experience when I was younger.
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UKwankaddict Novice Jackinchatter

87 posts since 2010-02-21
bisexual from in W. Ayrshire, Scotland
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The first time was probably when I was about 13. I was so horny that I badly needed to wank off while I was on my way home from school. Went to a public toilet and wanked till I cum my load in the urinal. Didn't realise until I was zipping up that a guy had been watching me doing it the whole time through a spy hole in the cubicle. He came out and asked if I'd do the same for him, but was so scared I just ran out.

A couple of years later, I was doing homework and needed to get some info from another classmate. I got in touch with him using a cam chat on the PC and as we both were only wearing boxer briefs, one thing led to another and we ended up showing each other our cocks and then wanking off in front of the cam. After that, we did the same thing several times on cam when we were doing our homework.
26 y/o bisexual in W. Ayrshire
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willdo Amateur Jackinchatter

274 posts since 2010-10-09
77 year old heterosexual
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alwaysjackin48 said:
Not counting the times as a teen , the first time was in my late 30s. I stopped at a rest area in the wee hours of the morning to pee. I knew there were peep holes between the urinals and toilets from prior visits, but this particular time I walked in and saw that there was someone seated there. We were alone and at first I just was allowing myself to be seen, but as I releived myself , I got braver and I figured what the hell. When I finished I turned toward the holes and gave whoever was watching a show. I was nervous about someone else walking in, so it was the quick cum. I dashed out afterward , and never saw the stranger behind the wall. It was quite a thrill being my first time.
same, not counting the summer before my 13 birthday, mine started at the age of 25.
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Bayouboy501 Amateur Jackinchatter

105 posts since 2011-09-17
homosexual from New Orleans, LA
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I was biking in the local park and put my bike in the truck to drive home. I had parked so the drivers door faces a bayou with overgrown shrubbery on the other side where no one goes so I can change out of my biking pants. I had passed a jogger and he went by on the road. As I was changing, I heard a twig snap in the bushes across the water. I was sitting in the truck with the door open in fresh gym shorts and realized the jogger had sneaked over there and was crouching down hiding behind a bush watching me. Well I got an instant hard on and decided to jack off right there. When I was ready to cum, I put my feet on the ground leaning back on the seat and had a mind blowing orgasm that shot about 3 feet. I let out a huge moan. I never let on that I knew I was being watched. When I see him jogging to this day, I go park my car in the same place and he eventually shows up to spy on me. SO HOT!
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rodsmith Skilled Jackinchatter

680 posts since 2006-02-02
59 year old heterosexual male from Orange County NY ny hudson valley New York
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Probably a couple of years ago. I put an ad on C list for a jo buddy and met a few guys in a parking lot. We eventually wound up taking them out and wacking off in front of each other or stroking each other. So hot. I'm still looking for jo buds.
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I was 18 at the time. I was real horny and wanted to jerk off. However wanted to get off with someone. Seeing as it is never easy getting a girl over I decided to place an ad to have a guy come round and watch me jerk.
A guy replied and organised for him to come round. When he arrived he was old (late 50s). Wasn't going to open the door but I ended up just going with it. He came in and was nice so I took him to my room where I had porn on the tv and my laptops playing. Being my first time I just on my bed and so did he. I saw he rubbing his knob through his pants, so I did the same. He could see I was extremely hard to he stood up and asked if I would do the same. So I did and he did. So hard I begun jerking and so did he. Could feel him watching me which I loved. He had a small stubby cock an he told me he loved my dick because it was longer than his and wanted to know what it was like. Don't know why but I stopped and laid back as if to say he could play. He got the hint and jerked me. I rubbed him a little as well. As I came close he put my favourite part of the porno on and jerked me till I exploded. Never came so much. I then returned the favour.
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dirkJAB Skilled Jackinchatter

920 posts since 2010-10-14
32 year old bisexual
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I was 12, in scout camp when my tent-mate walked in while I was jackin on my cot. he opened the tent flap just as I was shootin off. I was really embarrased until he said he jacked off too. We had LOTS of fun that summer.stroke
always jacking off
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cdpantyjacker Novice Jackinchatter

28 posts since 2009-08-05
59 year old bisexual from bakersfield california
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i was about 12 my next door neighbor and i (a female of the same age)we were playing in the field behind are house that had a old run down house we went in and she said she would show me hers if i showed her mine ,anyways i did and she did then she asked me if i could play with it like her older brother does and make it pee , i told her i did not have to pee and she said that her brothers pee was white and if i could make it do that ....anyways i tried but nothing happened so we went back to playing in the field ....about 3 years later we were talking on my porch and she asked if i could cum yet i said yes and we went to the house and i jacked for her until i came we did this sex game for about a year until my family moved to a new city ,i sure do miss jacking off for her
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fucktasie Novice Jackinchatter

49 posts since 2011-03-29
44 year old homosexual from germany
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i was maybe 15 i think and it was in a summercamp.
the first night i wake up whit a hard dick
the else boys are sleeping and i beginn very silent
to stroke but the bed begins to rattle as i do this and a boy wakes up , wisper to me you cant sleep ? and i say no i do nothing ...and think oh shit he now it now ....
at the next evening he say to me come white me maybe we can help each other better sleep and we go in the little forest behind the camp.. and he begins to stroke and this have make me so hard as i see this and we stroke together ... in this night i have good sleeping wink
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I was 14. I'd talked a boy I knew into jacking off for me. The next time we were togeather he asked me to repay the favor. We were in the garage at my house. I sat on a lawn chair, pulled up my skirt and dropped my panties. He sat down by my feet and watched me finger myself.
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