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NylonFan29 Novice Jackinchatter

72 posts since 2017-05-04
36 year old curious male
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Some yrs ago I went to a friend of mine (both we were 16 years old), taking a shortcut across a forest. It was summer holiday time, he was alone at home, I came to the garden back gate, left my bicycle and followed the path to the house. I spotted him over berry bushes sunbathing - he was lying in the hammock with a hat on head and face. Immediately I noticed the opportunity to take him by surprise: my plan was to sneak silently as close as possible and shout BANG! or sth like that. But in the mid of the way to my big surprise i saw that he is naked and has huge hardon. Unable to react, I was watching him applying tan oil on his prick, and stroking the shining purple rod faster and faster.... Finally he began moaning and shot 5 or 6 thick ropes of cum, I still remember the sound of splash on his chest! But I was caught as well: when I was retreating on soft legs, I had heard: "now it's your turn"grin
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Wickr-peteaking Novice Jackinchatter

79 posts since 2019-11-09
46 year old
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Being caught and catching has been a long term quest... Lots of fun
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DirkM22 Professional Jackinchatter

1475 posts since 2019-01-29
26 year old bisexual male
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WHen I was in HS I would jerk off in my room a lot. I would get so "involved" that I wouldn't hear the door open. Both my younger and older sisters have walked in on me beating off.
always ready to JO
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76plus Amateur Jackinchatter

128 posts since 2018-12-13
83 year old bisexual male from Bloomfield NM
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My wife catches me every now and again in fact she just did. I once caught a guy jacking off in the hot tube at the gym. It was cool to watch his eyes roll back and his mouth open up and he just quivered for a few seconds. Cool stuff.strokeboobsboobsstrokestrokestrokestrokestroke
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flaminghotdick Novice Jackinchatter

51 posts since 2019-08-22
77 year old
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Oh yes!!! the one who caught me,absolutely blew my mind!!
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BoobsLover Novice Jackinchatter

5 posts since 2020-01-06
33 year old
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An Aunty caught me twice.
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Yes, a few times. Favourites:

- when I was 20 with a 30 yo French guy in a camp shower, ended up wanking with him and sucking him off, his wife was pregnant so needed a way of release, which he did repeatedly in my mouth those hols
- a younger relative in his late teens, he was lay in the bath having left the door unlocked when I needed the loo. His erect penis stretched well over his belly button. Didn't do anything about it but have used it as a major fantasy to ask him if he needed it wanking off. That evening I fucked my wife in the back of the car.
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I was caught by Mum when I was 15. Mum was a widow, Dad had died some years before and I caught her masturbating with a big dildo, which made me masturbate. She caught me again when I was 28, just before I got married. Her response "Save it for your wife"
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Igjerk Novice Jackinchatter

65 posts since 2019-08-22
28 year old
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I caught my sister pleasuring herself. She didn't realise anyone was home so hot to watch through the crack in the door
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jo74bate Amateur Jackinchatter

165 posts since 2014-09-01
49 year old curious from SE Texas
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watched a guy in the Navy hump his bed at night looking at porn. I had already did my bed humping for night
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curiousguy99 Novice Jackinchatter

41 posts since 2019-01-08
49 year old curious male from USA
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when my mom caught me she gave me a long talk about sex and masturbation. basically said it is all good and not to be ashamed of it. and if i ever had questions to talk to her not my stupid friends.
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DirkM22 Professional Jackinchatter

1475 posts since 2019-01-29
26 year old bisexual male
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DirkM22 said:
WHen I was in HS I would jerk off in my room a lot. I would get so "involved" that I wouldn't hear the door open. Both my younger and older sisters have walked in on me beating off.


One of the best happened with my younger sister. I was enjoying myself in my room when I heard the door squeak. I looked up and there was my little sis, wearing her short, thin nightie. I started to cover up but she whispered, "No, Bro. I want to watch you. Please keep going."

I laid back and resumed pumping my young dick. My sis came into the room and closed the door. Then she took off her nightie and started playing with her tiny titties and fingering her almost bald little pussy. We masturbated together for a few minutes until I couldn't hold back. "Oh sis, I'm gonna cum," I panted as I felt my jizz start to rise. "Me too, bro," she moaned as she rubbed her clit. I grunted and shot my cum at her as she had her orgasm. Afterward she sat on the bed beside me and said, " Oh bro, it felt so good. I'd like to do this more often. Is that OK?" Oh yes it was!
always ready to JO
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Mastieman Amateur Jackinchatter

137 posts since 2015-08-27
52 year old heterosexual male from New Zealand
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I used to live next to a forest and would enjoy going for early morning walks. It was a great way to start the day and get the body ready for the work day ahead.

One morning I was strolling through the forest when I thought I heard someone grunting through the brambles to the side of the walking track.

I didn't really know what to think so I continued on.

I walked the same way the next day at the same time and I heard something similar at the same spot. This time I stopped and tried peeking though the overgrowth.

I could just make out the shape of a naked man and it looked like he was wanking. I got a little turned on by this but I couldn't really see much so I backtracked and found a small trail leading around the backside of this thicket.

By now I was getting pretty turned on and when I got closer I could him with his back to me. The guy was completely naked and was wanking his cock. I stayed hidden behind a tree and watched him enjoy himself. I got my cock out and started pumping as I watched him.

He turned to his side and I could see his cock now in his hand and that made me cum. I spurted all over the pine needles on the ground.

I backed away quietly and went home.

The following day I went again, but he wasn't there.

A week later I was strolling through the forest and when I got to the trail that led around to this spot where I saw him, I got naked and was wanking when he actually caught me and after a little uncomfortable chat, he joined in.

We still occasionally meet for a forest wank when the weather is good.

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Willooh Amateur Jackinchatter

106 posts since 2017-09-20
56 year old heterosexual male from Pennsylvania
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Caught stepson with his cock in his hand sleeping at the computer desk
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flaminghotdick Novice Jackinchatter

51 posts since 2019-08-22
77 year old
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My Mom caught me one time after I had come home from the military,i was in the basement,setting at a desk with my pants down looking a a porn mag. and slowing jacking,all at once I saw a movement,ther stood my mom on the stairway watching me!! I tried to cover up but was too late,she came on down and walked over to me with a smile on her face,she made some small talk and then went back upstairs,nothing was ever said,but when I went up,she was in the kitchen and she looked directly at my crotch and smiled!!! I have thought about that day many times over the years btw,i did finish jackingoff!!! I had started to cum when mom came down to the table! and had tried to cover my cock up!!!
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