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Baggsy2011 Amateur Jackinchatter

358 posts since 2019-08-04
76 year old male from Hampshire, England
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My older sister.
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Baggsy2011 said:
My older sister.


There's got to be a good story there.

I think the first to see me was a friend who was always masturbating in his bedroom even though his sister would wander in. She often saw the two of us wanking.
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texstroker Professional Jackinchatter

1870 posts since 2013-03-18
63 year old curious from southeast texas
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A man about my age in a adult theater. He sat right behind me. When I noticed him I put my cock back into my pants, zipped up and left.
Stroke my throbbing 6.75 cock and make me CUM .Bi Curious.
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fred987 Omnipitant Jackinchatter

7064 posts since 2015-10-04
60 year old
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must have been the doc in the delivery room, lol
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Slutfucker Amateur Jackinchatter

271 posts since 2020-06-30
36 year old heterosexual male from London
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My mum was the 1st to walk in on me.
Wickr - uphershitter
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steve4u2000 Novice Jackinchatter

11 posts since 2006-04-01
65 year old bisexual male from coventry
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if I remember it was my first girlfriend at a party. We had gone into one of the bedrooms and were kissing etc. I was hoping that she would be my first fuck. I spent what seemed like ages getting inside her pants but when it came to letting me get between her legs she was having none of it. I was so hard and couldn't help stroke myself. she watched for a while before taking it in her hand it only took a few strokes before I shot a load, quite a load a lot of the spunk landed on her new top and she was not a happy bunny.
if you stroke it i will cum
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Johnny1979 Amateur Jackinchatter

423 posts since 2017-10-12
45 year old
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My French teacher at school
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justintime Novice Jackinchatter

90 posts since 2019-01-26
28 year old bisexual male from Gold Coast Australia
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i'd love to hear that story
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jayskay30 Amateur Jackinchatter

173 posts since 2019-01-31
48 year old
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My best friend and I found a porn magazine and took it to my house and looked at it. We finally decided to pull our cocks out and "jack off" together. He was the first person to see me jerking off (other than me of course). We had many fun sessions after that.
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Probably my sister way back. We shared a room so it was impossible to not get caught a few times
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SCman Amateur Jackinchatter

316 posts since 2017-07-15
59 year old curious male from South Carolina
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My wife. Once in our early years of marriage I talked her into a mutual masturbation session she got herself off and I was shooting ropes soon after. Afterward she said that was weird and 31 years later we have never done it again. Now thanks to webcams no telling how many have watched me masturbate.
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FLscribe Professional Jackinchatter

1988 posts since 2014-06-09
55 year old bisexual male from tampa
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My first girlfriend actively watched me masturbate. We were having sex one night, and since we were our first partners, we were both inexperienced. That's a nice way to say, she wasn't very good. But I loved her, and I could tell she soon would be very talented. Anyway, after an hour or two of fooling around, I needed to come. So, after talking it over with her, we agreed I should take care of myself. I lay back in bed, wrapped my hand around my dick, and stroked it until I spilled white cream everywhere. She lay next to me and lightly touched me until I unloaded to her fascination. "How often can you do that?" she asked. I explained it would take me about a half-hour, but being a horny 17-year-old, it only took me 15 minutes before I was going for round two.
Open to interesting ideas
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jobuddy10 Skilled Jackinchatter

575 posts since 2012-01-26
52 year old curious male from SW Ohio
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Mariahey said:
Probably my sister way back. We shared a room so it was impossible to not get caught a few times


Didn't share a room but my sister was the first person to catch me as well
Luv all shapes and sizes
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Hairybi Amateur Jackinchatter

209 posts since 2013-12-28
72 year old bisexual male from Utah and California
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My cousin suggested we shower together at a sleep over, then suggested we wash each other, then he washed my cock, and I did his. He was older, with a full bush. I had a line of hairs across the top of my dick, just reaching puberty. We ejaculated together. I didn't tell him I had been doing it for years, so he thought he taught me.

Later, I met up with a neighbor kid who also reached puberty early, and played in our tree house.
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Mariahey said:
Probably my sister way back. We shared a room so it was impossible to not get caught a few times


I was a room sharer with a sister too growing up so she was the first person to see me.
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