JackinChat forums are temporarily in read-only mode. Will be back soon!
Message Boards
Index » Sexuality » Sex and Relationships » Ever caught anyone jacking off?
Page: < prev  of 15   next > 
actboy Amateur Jackinchatter

379 posts since 2012-12-21
29 year old bisexual male from Gold Coast - Australia
actboy's Avatar
I was outside the university in my car in the carpark. There was a group of female students and a male lecturer walking out towards the carpark. It was a really windy day. One of the girls was wearing a sort of knee length summer dress and it caught the wind and it blew up giving me a perfect view of her round little ass in a pair of white panties. The lecturer guy was in his 40ies I would say and I was parked beside his car. Well I guess I wasn't the only one to see her perfect ass. By the time he got to his car he had a massive buldge in his trowsers. I was in a FWD and he was in a small car, I was just parked slightly back from him and when he got in his car I got a view of him through the back window to the front. He didn't notice me in my car and he got straight in and immediately grabbed his crotch. The girls where still standing there on the edge of the carpark. The wind caught the girls dress again and blew it up giving us another good view of her ass. I could see him looking intensely at her. He undid his trowsers and pulled his jocks down and pulled out his stiff cock and started to rub it. The wind blew her dress up again getting us more excited. He lifted his ass up and pulled his trowsers and jocks down around his ankles and undid the bottom of his shirt. Giving him free access to his cock. By this time my cock was hard as well so I decided to join him so I undid my jeans and pulled them down to my ankles as well and started to jerk myself off as well. The girls where still standing there talking and the wind was still giving us a good view of this girls ass. Then I could hear the guy next to me moaning louder and louder and I could see him shoot his load up on the windscreen. That set me off then. Then I started moaning louder and louder. The other guy heard me and looked around and saw the look on my face and he immediately new what I was doing. I blew my load of the window of the front door. He had a smile on his face and he gave me the thumbs up
i'm looseing my religion
Add a reply Quote this post
User is offline Send Message to User View User Profile
chipieal Novice Jackinchatter

38 posts since 2007-01-12
76 year old bisexual from Montana
chipieal's Avatar
In an adult bookstore. It was late one night right before closing. I was going back to my favorite booth when I passed a guy with an open door his pants down and cock in his hand. he saw me and moaned. I stopped shook my finger at him as if he was a naughty boy.He threw his head back as if in sexual 7th heaven. I always wore rubber gloves when I went into these places so I knelt down open a small travel pouch of vaseline put it all over my gloved hand and masturbated him until he came. He started to moan so to quiet him I kissed him. Came all over my hand. I got up threw the gloves in the trash went out to my car and left.
Also got caught myself by a very large woman working at an arcade. it was 5 minutes to closing she walked in on me playing with myself to a film of an over weight woman posing for a masturbating guy. She looked at the screen looked at me bent over and kissed me. I was so shocked I just zipped up and started to walk out. At the counter she arched her back slightly and asked "do you like these?" My answer was nice but would you mind turning around? She giggled turned and bent slightly and asked "better"? I responded "best". She slipped me a piece of paper with her phone number. Since I was traveling on business I told her not this time. She replied "when baby"? the next time I was in town I called her. She turned out to be one of the best ass fucks I have ever had. Incidentally she was 5'7" 200lbs measurements 38dd - 35 - 48. How do I know? Among the kinky stuff we did she allowed me to take her vitals. Met with her several times. The last time I went into the arcade at closing to find her totally nude masturbating. I caught her spanked her and made her walk to my car nude. Very hot chick!!
Very Active Senior couple
Add a reply Quote this post
User is offline Send Message to User View User Profile
Jerkimiah Amateur Jackinchatter

192 posts since 2012-02-21
68 year old heterosexual from Cape Town
Jerkimiah's Avatar
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, double wow, so hot stroke
Add a reply Quote this post
User is offline Send Message to User View User Profile
jerkswbothsexes Amateur Jackinchatter

480 posts since 2011-07-11
36 year old heterosexual from Sparta, TN
jerkswbothsexes's Avatar
I caught my friends sister using a dildo in the shed outside their house, made me so horny I immediately dropped my pants and started stroking
Add a reply Quote this post
User is offline Send Message to User View User Profile
sumwhere_nowhere Amateur Jackinchatter

197 posts since 2014-04-25
33 year old bisexual
sumwhere_nowhere's Avatar
My college roommate came back late one night and thought I was asleep. Our beds were lofted so his desk was right under mine. He started watching porn really loud and was jerking to it. It made me hard and I stared jerking too, but he never knew. He also caught me once after class mid-stroke, so I think we were even.
Add a reply Quote this post
User is offline Send Message to User View User Profile
weh69 Novice Jackinchatter

4 posts since 2014-05-27
61 year old curious from NW Ohio
weh69's Avatar
in college I walked in on my roommate, I could not stop staring at him. up until then I have never done a thing with another guy before but within a short time he had me talked into sucking his cock
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
Yeah, I catch me jacking off all the time. Uh Oh, I am catching me right now.
Add a reply Quote this post
User is offline
Jay_los_angeles Skilled Jackinchatter

737 posts since 2011-09-13
56 year old heterosexual from Miami, FL
Jay_los_angeles's Avatar
man I love getting caught… makes me harder…

my brother-in-law caught me once… it was hot…

we ended up jo together...
Add a reply Quote this post
User is offline Send Message to User View User Profile
texstroker Professional Jackinchatter

1870 posts since 2013-03-18
63 year old curious from southeast texas
texstroker's Avatar
chipieal said:
In an adult bookstore. It was late one night right before closing. I was going back to my favorite booth when I passed a guy with an open door his pants down and cock in his hand. he saw me and moaned. I stopped shook my finger at him as if he was a naughty boy.He threw his head back as if in sexual 7th heaven. I always wore rubber gloves when I went into these places so I knelt down open a small travel pouch of vaseline put it all over my gloved hand and masturbated him until he came. He started to moan so to quiet him I kissed him. Came all over my hand. I got up threw the gloves in the trash went out to my car and left.
Also got caught myself by a very large woman working at an arcade. it was 5 minutes to closing she walked in on me playing with myself to a film of an over weight woman posing for a masturbating guy. She looked at the screen looked at me bent over and kissed me. I was so shocked I just zipped up and started to walk out. At the counter she arched her back slightly and asked "do you like these?" My answer was nice but would you mind turning around? She giggled turned and bent slightly and asked "better"? I responded "best". She slipped me a piece of paper with her phone number. Since I was traveling on business I told her not this time. She replied "when baby"? the next time I was in town I called her. She turned out to be one of the best ass fucks I have ever had. Incidentally she was 5'7" 200lbs measurements 38dd - 35 - 48. How do I know? Among the kinky stuff we did she allowed me to take her vitals. Met with her several times. The last time I went into the arcade at closing to find her totally nude masturbating. I caught her spanked her and made her walk to my car nude. Very hot chick!!

Very hot catching a Woman jilling herself.My clothes would be off and I'd be stroking my throbbing cock to that-Intense Orgasms-the cum will Fly!!My cock is throbbing just thinking of this scenario!!
Stroke my throbbing 6.75 cock and make me CUM .Bi Curious.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Unregistered ?



Unregistered's Avatar
at my old gym with open showers caught a guy jerking in the showers..he stopped but when I started jerking as well..he went right back to it..we never talked and we never touched each other but we did watch each other until we both shot rope after rope of thick cum onto the shower floor (about a minute apart, he came first)...we finished showering, dressed, smiled at each other and left.

Add a reply Quote this post
User is offline
thumbper384 Amateur Jackinchatter

381 posts since 2012-03-15
33 year old bisexual
thumbper384's Avatar
My bf's stepbrother just graduated, and pretty late in the party we were outside sitting at a picnic table by ourselves when some guy I didn't know staggered outside and unzipped his pants like he was about to piss on the side of the house. He was hammered enough that he didn't notice us about 15 feet away, and instead of pissing, he pulled out a hard on and started jerking off. He blew his load (almost fell over wiping his hand on the grass), zipped back up, and staggered back inside without ever seeing us. He was so in the moment he didn't hear us giggling or anything. No clue who the kid was.
Add a reply Quote this post
User is offline Send Message to User View User Profile
Lillysecret Novice Jackinchatter

45 posts since 2014-04-02
37 year old heterosexual from Australia
Lillysecret's Avatar
When I was living with some roommates obviously there were a few times you'd accidentally catch someone masturbating. The more amusing of those times was with my male roommate. He was always really quiet when we were all talking about sex, the other 2 guys I lived with were pretty big braggers (I doubt half of it was even true) but this guy tended to go red and not give his 2 cents.

The laundry was actually in a shed outside our house and the kitchen looked directly into one of the windows. One day my roommate was doing some washing, watching something on his phone (assuming porn) and he took his dick out of his pants and started stroking in the middle of the laundry.

I was totally shocked and well, I didn't stop looking. Never thought anyone would pull in there. Eventually he shot a load all over a pair of his underwear and threw them in the washing machine, looked into the window and I just looked the other way as if I hadn't noticed. The poor guy didn't make eye contact with me for weeks!
Add a reply Quote this post
User is offline Send Message to User View User Profile
sd40jk Professional Jackinchatter

1564 posts since 2007-01-16
57 year old bisexual male from Near Glenella Manitoba Canada.
sd40jk's Avatar
thumbper384 said:
My bf's stepbrother just graduated, and pretty late in the party we were outside sitting at a picnic table by ourselves when some guy I didn't know staggered outside and unzipped his pants like he was about to piss on the side of the house. He was hammered enough that he didn't notice us about 15 feet away, and instead of pissing, he pulled out a hard on and started jerking off. He blew his load (almost fell over wiping his hand on the grass), zipped back up, and staggered back inside without ever seeing us. He was so in the moment he didn't hear us giggling or anything. No clue who the kid was.
Remember the movie There's something about Mary? Well I think he had to clear up and concentrate on getting juiced...No chance of getting a quality fuck in his condition
smile
caffein8d, vaccin8d, & freshly masturb8d cockstroke
Add a reply Quote this post
User is offline Send Message to User View User Profile
sd40jk Professional Jackinchatter

1564 posts since 2007-01-16
57 year old bisexual male from Near Glenella Manitoba Canada.
sd40jk's Avatar
actboy said:
I was outside the university in my car in the carpark. There was a group of female students and a male lecturer walking out towards the carpark. It was a really windy day. One of the girls was wearing a sort of knee length summer dress and it caught the wind and it blew up giving me a perfect view of her round little ass in a pair of white panties. The lecturer guy was in his 40ies I would say and I was parked beside his car. Well I guess I wasn't the only one to see her perfect ass. By the time he got to his car he had a massive buldge in his trowsers. I was in a FWD and he was in a small car, I was just parked slightly back from him and when he got in his car I got a view of him through the back window to the front. He didn't notice me in my car and he got straight in and immediately grabbed his crotch. The girls where still standing there on the edge of the carpark. The wind caught the girls dress again and blew it up giving us another good view of her ass. I could see him looking intensely at her. He undid his trowsers and pulled his jocks down and pulled out his stiff cock and started to rub it. The wind blew her dress up again getting us more excited. He lifted his ass up and pulled his trowsers and jocks down around his ankles and undid the bottom of his shirt. Giving him free access to his cock. By this time my cock was hard as well so I decided to join him so I undid my jeans and pulled them down to my ankles as well and started to jerk myself off as well. The girls where still standing there talking and the wind was still giving us a good view of this girls ass. Then I could hear the guy next to me moaning louder and louder and I could see him shoot his load up on the windscreen. That set me off then. Then I started moaning louder and louder. The other guy heard me and looked around and saw the look on my face and he immediately new what I was doing. I blew my load of the window of the front door. He had a smile on his face and he gave me the thumbs up
Awesome..smilestroke
caffein8d, vaccin8d, & freshly masturb8d cockstroke
Add a reply Quote this post
User is offline Send Message to User View User Profile
sd40jk Professional Jackinchatter

1564 posts since 2007-01-16
57 year old bisexual male from Near Glenella Manitoba Canada.
sd40jk's Avatar
jackmeoff said:
Yeah, I catch me jacking off all the time. Uh Oh, I am catching me right now.
Dammit me too.. smilestroke Doin a damn good job.
caffein8d, vaccin8d, & freshly masturb8d cockstroke
Add a reply Quote this post
User is offline Send Message to User View User Profile
Page: < prev  of 15   next > 
Index » Sexuality » Sex and Relationships » Ever caught anyone jacking off?