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iBalls Skilled Jackinchatter

673 posts since 2010-08-29
53 year old curious from Ottawa, Ontario
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Yes. My new girlfriend at the time. She and I had gone to bed together, but had not had sex. Maybe I said I was too tired or we had a fight...I cannot remember. Anyway, I had trouble getting to sleep and found myself staring at the ceiling in the dark. After about 30 minutes, I heard my GF, super slowly and quiet as a mouse, roll over and open the drawer of the bedside table. She took something out of it, which I saw out of the corner of my eye when she held it above her head: a tube of KY jelly. She unscrewed the cap and squeezed a dollop of the clear, slippery gel onto her middle finger of her right hand. Then she pulled the sheets down stealthily and proceeded to rub her slit with her slippery finger. She took about 10 minutes as she built steadily to her orgasm. I knew she was stifling little moans and trying not to move her legs, which trembled from the effort. All of a sudden she breathed heavily and gasped. Then all was still and quiet. Then I said, "Why don't you give me the KY: I think I'll do myself now." Carrie, mortified mortally at being caught masturbating, could only shout, "FUCK YOU!" Good times.
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inmy_cks Amateur Jackinchatter

203 posts since 2010-05-31
43 year old bisexual from Nothern California
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I caught my first college roommate one day. He covered up as fast as he could and I turned around and walked out. The dude was full nude though and had quite a cock.
having fun!
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kronicjerker Novice Jackinchatter

2 posts since 2014-03-25
45 year old
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I used to flirt with this older married woman at work. we kinda used to tease eachother. so one week I started going into work at night for a quiet place to study while I was in college. I hadn't seen her for a while and it turned out she was working at nights. we were the only two people in the building. So I told her to come get me when she went out to smoke. I love jerking off at work. it turns me on sooo much. so I was looking at porn on my laptop stroking my cock when my work computer instant messenger said hey i will come get you in a sec. I said don't come over I am busy jerking off. she thought I wasn't and said she would be right over. I was really nervous but ecited. when I hear her open the door I didn't put my cock away I just kept stroking it. she laughed but watched me as I shot a huge load on my desk. it was soo exciting. that was the first time.
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jay_nadiah Amateur Jackinchatter

378 posts since 2011-09-18
30 year old bisexual from United Kingdom
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i walked in on my cousin while we where visiting them recently.
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simon10 Novice Jackinchatter

44 posts since 2013-02-21
44 year old
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My roommates and I in college used to catch each other jacking off. We would mock each other, but that never stopped us. It was a relaxed atmosphere so we could shoot our loads whenever we wanted to. that was a great time in my life.
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etabrutsami Enlightened Jackinchatter

3067 posts since 2008-04-28
71 year old bisexual from the boonies
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Sure! I've accidently caught all my sons jacking-off from time to time. With four sons between the ages of 10 and 20 in the house, it would be weird to NOT catch them from time to time. Never had to spy or try to catch them, because it wasn't that rare of an occurance. The first time I caught someone else jacking-off was when I was 13 and was playing under a bridge and saw an adult guy stroking his big dick! Took me by surprise and I ran away!
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red99 Amateur Jackinchatter

434 posts since 2010-01-01
male from UK
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I remember camping once as a young teen and one of the lads I walked in on someone wanking away in a sleeping bag. He wasn't bothered and carried on. Partially saw someone a couple of times at university through a chink in the curtain of the shower, although pretty sure they didn't know i'd seen them and if they wanted to be caught they weren't very open about it!

Otherwise the only times i've seen guys doing it is when they've been very openly doing it.
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I was working at my very first job in the kitchen of a fast food restaurant. One of the managers there was kind of a weird dude. He flirted creepily to the girls working there. One day I went to hit the bathroom and someone was in the toilet stall making quite a bit of noise rubbing... something. "shuffleshuffleshuffleshuffle" I was thinking, "wow. going to town on that dick, eh?" Being a teenager, not really enlightened at the time about masturbating and how awesome it is I just got the hell out of there to give whoever it was his privacy. Aforementioned manager wasn't in the kitchen, suspicious... Not long after I see him coming out of the bathroom.
I think that counts as catching someone.
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Ladudejeff Novice Jackinchatter

42 posts since 2014-03-27
bisexual from Florida
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I wish! Caught a few buds growing up. Good times
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dennisone Novice Jackinchatter

58 posts since 2013-12-10
62 year old curious from mn
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Opened my roommates door and caught him masturbating under his sheets, said he was checking for leeches as we had been out swimming. Yeah, right dude!
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No but when I was in college I went into the toilet one day and could hear a rubbing sound coming from one of the stalls. If the same thing happened now I'd be tempted to knock on the door and ask him if he was having a nice wank.
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SummerCupcake Novice Jackinchatter

75 posts since 2014-04-17
transgender female from United States
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One day I was visiting a friend at his college and we were walking in a hallway by a janitor's closet and I heard loud grunting. Then the door suddenly swung open and we saw a janitor jerking off while standing very close to a concrete wall. He saw us but didn't stop. I continued watching him and about twenty seconds later he was moaning and grunting quite loud and he came all over the wall. He didn't bother to put his still hard dick back in his pants and ran over to the door and slammed it shut. I have more stories of people I have caught, but that's the first one that came to my mind.
http://xhamster.com/user/SummerCupcake http://www.xvideos.com/profiles/summercupcake http://xxxbunker.com/users/summercupcake
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SummerCupcake Novice Jackinchatter

75 posts since 2014-04-17
transgender female from United States
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I just thought of another story. One time a male friend and I had to drive to another state to visit a friend. It was a pretty long drive and I got tired at a certain point so I told my friend I wanted to take a nap. I brought a very large teddy bear with me that I often cuddle with and use as a pillow. So I wrapped my arms around my huge bear and rested my head on it and I fell asleep. I woke up a bit later and was half asleep. Out of the corner of my eye I noticed my friend kept staring at my legs and feet. I was wearing a cotton candy pink long sleeve shirt, matching skirt and flip flops. I dozed off again then I woke up and looked up for a sec and i saw we were stopped at a red light. I put my head back down in my bear and looked over pretending I was asleep and I saw him rubbing his crotch with his right hand. He pulled over onto a side street still thinking I was asleep and I saw him unzip his pants and pull out his hard dick. He starting rubbing it and went back to looking at my legs and feet again. He then took out a camouflage gardening type glove out of his pocket and slipped it on his dick. I almost couldn't believe what I was seeing him do. He started squeezing and pulling at the fabric of the glove as he jerked off while staring at me. I heard him mumbling under his breath a bit too. Then his eyes closed and he started jerking forcefully. After a few more seconds he let out a kinda loud, "ohhhhh myyyy gooooood! ohhhhh shiiiiit!" Then I saw the glove get moist and wet and it started filling up with his cum. I pretended to wake up and I said, "are you ok?" he said, "ohhhhhhhh yessss. (as he was still ejaculating) "umm my back is killing me and i'm in pain from a workout I did yesterday. so that's why I pulled over." I said ok, and i offered to put some muscle pain relief cream onto his back but he said no thank you, but maybe later. I then hugged my bear again and pretended to go back to sleep and I saw him quickly grab a brown paper bag from the back seat. He took some napkins out of it and cleaned himself off and threw the used glove and napkins in the garbage. He got back in the car and continued driving. I confess the fact that I turned him on so much to the point where he couldn't help himself and had to masturbate while staring at my body, turned me on very much. I have never told anyone about this, but seeing the topic on the site reminded me of it and I recalled the entire thing quite vividly for some reason. ok bye for now
http://xhamster.com/user/SummerCupcake http://www.xvideos.com/profiles/summercupcake http://xxxbunker.com/users/summercupcake
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ZMAN Professional Jackinchatter

1305 posts since 2014-02-20
curious
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SummerCupcake said:
I just thought of another story. One time a male friend and I had to drive to another state to visit a friend. It was a pretty long drive and I got tired at a certain point so I told my friend I wanted to take a nap. I brought a very large teddy bear with me that I often cuddle with and use as a pillow. So I wrapped my arms around my huge bear and rested my head on it and I fell asleep. I woke up a bit later and was half asleep. Out of the corner of my eye I noticed my friend kept staring at my legs and feet. I was wearing a cotton candy pink long sleeve shirt, matching skirt and flip flops. I dozed off again then I woke up and looked up for a sec and i saw we were stopped at a red light. I put my head back down in my bear and looked over pretending I was asleep and I saw him rubbing his crotch with his right hand. He pulled over onto a side street still thinking I was asleep and I saw him unzip his pants and pull out his hard dick. He starting rubbing it and went back to looking at my legs and feet again. He then took out a camouflage gardening type glove out of his pocket and slipped it on his dick. I almost couldn't believe what I was seeing him do. He started squeezing and pulling at the fabric of the glove as he jerked off while staring at me. I heard him mumbling under his breath a bit too. Then his eyes closed and he started jerking forcefully. After a few more seconds he let out a kinda loud, "ohhhhh myyyy gooooood! ohhhhh shiiiiit!" Then I saw the glove get moist and wet and it started filling up with his cum. I pretended to wake up and I said, "are you ok?" he said, "ohhhhhhhh yessss. (as he was still ejaculating) "umm my back is killing me and i'm in pain from a workout I did yesterday. so that's why I pulled over." I said ok, and i offered to put some muscle pain relief cream onto his back but he said no thank you, but maybe later. I then hugged my bear again and pretended to go back to sleep and I saw him quickly grab a brown paper bag from the back seat. He took some napkins out of it and cleaned himself off and threw the used glove and napkins in the garbage. He got back in the car and continued driving. I confess the fact that I turned him on so much to the point where he couldn't help himself and had to masturbate while staring at my body, turned me on very much. I have never told anyone about this, but seeing the topic on the site reminded me of it and I recalled the entire thing quite vividly for some reason. ok bye for now


Wow,........just wow.
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etabrutsami Enlightened Jackinchatter

3067 posts since 2008-04-28
71 year old bisexual from the boonies
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It happens all the time in public men's rooms!
http://37.media.tumblr.com/3d05ce3e3d427b779318872a00c9cc02/tumblr_mxlju4eKJH1sgv9l3o1_250.gif
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