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Joerg93 Novice Jackinchatter

10 posts since 2016-06-23
30 year old curious from Germany
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My best friend at the age of 13. We did it together several times.
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aquist Amateur Jackinchatter

192 posts since 2010-04-09
84 year old bisexual from arkansas
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my older brother i was 6 and he was 9 and i heard him jacking off in the bathroom. i asked him "what is that funny noise?" he showed me. from then on i made the same noise plaplaplaplaplaplaplaplap!
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kpoppa Novice Jackinchatter

6 posts since 2016-06-23
curious from Southern California
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My younger brother. I showed him how to JO. We also jerked each other off for about a year and then got girlfriends
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hornystroker1974 Amateur Jackinchatter

183 posts since 2012-08-12
49 year old heterosexual from North Dakota
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Best friend back in the day. We use to stroke a lot together.
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jacknwood Amateur Jackinchatter

179 posts since 2012-01-17
43 year old curious
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The same cousin that taught me how to jo. Became a regular jack buddy through jr hi into high school. always kind of liked being watched
I get a boner every time.
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BillC213 Skilled Jackinchatter

511 posts since 2014-01-30
64 year old male from USA
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My first wife. She caught me jacking off. Then my second wife video'd me jacking my cock.
Bill C.
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Total stranger I met online during the freecel days. We met randomly and discovered she lived in town. Went to her place, pulled out my cock and stroked for her while she watched. As I stroked, I stood up and leaned in closer. She didn't flinch, so I rubbed the head of my cock along her lips. AAfter a bit, she grabbed my ass and pulled me into her mouth. I had mentioned online that I never got to cum on a woman's face before. So, when she could tell I was about to cum, she pulled me out, looked up at me, and told me to cum on her face. I immediately grabbed my cock and shot all over her. One of my best experiences ever.
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daval Professional Jackinchatter

2239 posts since 2015-04-28
73 year old bisexual male from Aberdeen, Scotland
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A friend in the woods when we were about 13 back in the early 1960s. He used to borrow his older brother's Lady Chatterley's Lover book when he was at work and read the horny bits while we wanked. He had 2 younger sisters and we all did show you mine if you show me yours. Wish I knew then what I know now!
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My best mate , I was about 13-14 at the time, we had a bit of a secret bush hide out where we would go and chill, eat the food we could sneak from the kitchen cupboard,biscuits what not, one time i walked into our secret spot and there is my friend sitting on the ground trousers around his ankles furiously wanking his hard cock, I was a bit shocked at first but he said hey its okay watch if you want, so i did, my friend asked me if i wanted to join him and being besties i said sure, my cock was getting hard anyway, we both wanked off that time , and then we graduated to helping each other, so my friend took my masturbating cherry, and we had a few other experiences together
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probably my sis was looking at porn with my friend at the time and we were wanking then she walked in. Wanted to see what we were unto and looking at did let us see her pussy though
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I was about ten when an older boy wanted to show us him wanking. He got my two friends and I to push a matchstick into our cum slit as we wanked ourselves off. We were too young to cum, but we watched him make his matchstick fly and marvelled at his spurting cock !
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Luvtojack42 Novice Jackinchatter

34 posts since 2006-02-13
64 year old curious from New York
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I was about 12. I was with a friend and asked him if he ever jerked off. He said no so I pulled out my cock and started jerking it in front of him. He then took his out and we both stroked our cocks until we came.
I haven't jerked off with anyone since then. Would love to do it again!
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jjonn3 Professional Jackinchatter

1053 posts since 2015-04-23
bisexual male from California
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My cousin when we were kids.

Neither one of us could shoot yet but we enjoyed dry cumming together for a long time before puberty started - and then we kept enjoying it but with a wet ending!
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AnnArbor3030 Amateur Jackinchatter

285 posts since 2011-11-27

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When I was about 9 my friend across the street and I used to pretend to have sex. We would dry hump each other. I saw my parents fucking and just had to try it. I could get fully erect and so could he. We could feel each each other's hard cock through our pants so one day I just opened my pants and then he did too. We were laughing and stuff but we kept humping. After that we played with each others cock often. Always laughing.

One day while we were playing I jerked my cock kinda by mistake. We would only rub and shake each other before that. I was shocked at how good it felt. Suddenly I just wanted to keep doing that. So I kept doing it and he watched. We did this several times. But each time I could feel an orgasm building but I always stopped. Even though the feeling was good, I was scared of the build up my body was feeling.

Eventually we just kinda grew apart by about age 13. I still think about the fun we had together though. So innocent but so naughty.
Tribute my wife? Sissy play?? Pics in profile!
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Slightly strange situation maybe. I was 12 at my grandparents, super bored, I found a celebrity magazine that caught my attention with enough content to get me going.

I went up to the spare room believing that I would not be disturbed, so I could jack off.

After a good amount of time, concentration fully on some large breasted soap star (I cannot remember who), I was in the midst of a great session jacking off my cock.

In saunters one of my grandfathers friends, mistaking the spare room for the bathroom. His stunned look must have been mirrored by mine. Cock in hand close to cumming, pants by my ankles and shirt discarded on the floor nearby.

I had been jacking off for a while so I knew how close I was. My grandfathers friend, very red faced, politely said, "I'm so sorry, wrong door, looking for the restroom, Don't let me stop you..."

I was frozen until his offer, so I carried on where i left off. My grandfathers friend, closed the door but stayed a safe distance and watched me cum all over the magazine.

My grandfathers friend duly left for the bathroom and I cleaned up. Nothing was ever said, but I look back and sometimes laugh at such a predicament I found myself in.
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