Awkward Moments/ Getting CAUGHT MASTURBATING!

[SinPrime]

I myself have never been caught with my cock inside a grapefruit, banana peels or a cucumber sleeve. (That I know of) But who has and how? Was it funny or just plain weird?

My awkward moment:

Long time ago I went to the adult video/toy store with a few friends. I was underage at the time. We walked in... looked around. And than out of nowhere my friends mother and my uncle appeared from a room in the back carrying a dildo and some kind of vibrating thing....

Awkward silence. Than my friends mother gave him shit... Even though she was the one having a really kinky affair with my Uncle.

The marriage was ruined after that day lmao...

I still laugh at that today. Am I evil? Who cares... whats you awkward moment?

 

[316sherm]

Crafty veterans like myself, never have gotten caught. You gotta dot your "i"s and cross you "t"s.

 

[maildude]

I was caught masturbating to Olive Oyl during an Off-Broadway production of Popeye performed by the Greater Detroit Thespian Group. Then they took my rubber duck away.

 

[Ace Bandage]

Back in high school, my ex's father walked in on us right after we had finished the deed. We were taking our time getting dressed because her parents were supposed to be out of town. Clearly, we didn't hear them come home. He opened the door right as I was putting my jeans back on. He literally opened the door, looked at us, and walked away. She dressed hurriedly and then ran out to talk to him. Meanwhile, I stayed in the room and contemplated an escape route.

Luckily, he wasn't upset; both of our parents knew we were fucking. He just reminded her to be safe. I'm just glad they hadn't arrived fifteen minutes earlier. It's one thing to know your daughter is sexually active. It's quite another to see her riding her boyfriend reverse cowgirl. That was the closest I ever came (pun intended) to getting caught. :thumbsup:

 

[thexflash]

My dad opened my door while I was jerking off to a porno, and I didn't notice it before the door slammed shut again, he kind of flew out of my room embaressed, but guess who were the most embaressed? At that time I were 16, and a couple of weeks later I lost my virginity, and apparently my parents heard it all and laughed as me and the girl came out of my room that morning. NOT OK! Hehe, those bastards...

 

[Red Spyder]

Well, I caught my mom once..... talk about awkward

 

[thexflash]

Well, I caught my mom once..... talk about awkward

Hehe, yeah, I can only imagine... Akward indeed! :o

 

[student56258]

During my second tour in Iraq my section and I were back in the wire, not on mission. We were living in trailers in 2-man rooms and my roommate, in my platoon's other section, was out of the wire. So guess what I decided it was time to do? That's right, beat my cock like it owes me money, only I forgot to lock the door and my buddy in the next room decided it was a good time to come over and ask to borrow porn. That was the last time he came over without knocking on the door.

 

[lvs2spooge]

Way way way back in the day I was over at my girlfriends house waiting for her to get home from school and I thought Id rub one out before she got there.

So there I was sittin on the edge of her bed with one of her socks wrapped firmly around my wang just stroking away without a care in the world.

And who should walk in but my girlfriend and her best friend.

Trying to explain why i had a now spunk filled sock dangling from my rapidly deflating peen wasnt easy, and of course it was pretty fuckin embarassing having her friend walk in with her.

Needless to say I stuck to jacking off in my own room after that.

 

[SinPrime]

It's quite another to see her riding her boyfriend reverse cowgirl. That was the closest I ever came (pun intended) to getting caught. :thumbsup:

Lol, interesting... we have one thing in common. Back in highschool my GF's father walked in on us... she WAS in reverse cowgirl. AND also i had my finger up her ass and her dad seen my P.O.V... His daughter was an anal princess.

He actually yelled "You little asshole." Which was funny, because I was thinking the exact same thing at the time.

Her parents called mine... and my parent was like "Hey, what do you expect. they're teenagers. Try knocking next time" lmao.

Ahh good times.

 

[Red Spyder]

During my second tour in Iraq my section and I were back in the wire, not on mission. We were living in trailers in 2-man rooms and my roommate, in my platoon's other section, was out of the wire. So guess what I decided it was time to do? That's right, beat my cock like it owes me money, only I forgot to lock the door and my buddy in the next room decided it was a good time to come over and ask to borrow porn. That was the last time he came over without knocking on the door.

Ever seen the "Combat Jack" episode of Generation Kill?

 

[SinPrime]

Way way way back in the day I was over at my girlfriends house waiting for her to get home from school and I thought Id rub one out before she got there.

So there I was sittin on the edge of her bed with one of her socks wrapped firmly around my wang just stroking away without a care in the world.

And who should walk in but my girlfriend and her best friend.

Trying to explain why i had a now spunk filled sock dangling from my rapidly deflating peen wasnt easy, and of course it was pretty fuckin embarassing having her friend walk in with her.

Needless to say I stuck to jacking off in my own room after that.

Haha with a sock yet. Awesome.

I'm curious, did she still wear the sock afterwards? Did she throw out all of her other socks just incase you creamed more of hers?

Lol sounds like a hell of a... Awkward Moment.

 

[lvs2spooge]

Haha with a sock yet. Awesome.

I'm curious, did she still wear the sock afterwards? Did she throw out all of her other socks just incase you creamed more of hers?

Lol sounds like a hell of a... Awkward Moment.

That actually wasnt the last time I spunked in one of her socks and yea she still wore it after that.

She was actually pretty cool about the sock thing and it gave me an opportunity to talk to her about my sock/foot fetish which was great.

The part that she wasnt cool about was her best friend seeing me like that. It was more embarrassing for her than anything.

 

[mcsprys37]

I caught my college roommate jerking to shemale porn!!! I was traumatized!!!

 

[Blues84]

My ex gf's father caught his daughter with my cock in her mouth.....He came home early from work and she was giving me a great bj on the couch....When he opened the door, I just looked over and said "sup" and then "oh shit!" He wasn't too angry and told her later that if we were gonna do that stuff we should do it in the privacy of our rooms.

 

[mrtrebus]

I caught my college roommate jerking to shemale porn!!! I was traumatized!!!

& aroused?

 

[Hoodoo]

I got caught by my mom jerking off before church and she caught me and asked what i was doing and i said oh nothing..and she said..oh i knew what you were doing...and ironically she made me stay home from church...i'm still confused about that day

 

[catweasel28]

I've been 'caught' several times -law of averages I suppose.

By far and away the most embarrassing incident was in my early wanking days when my mum inadvertantly tried to get into my bedroom when my mate Steve and I were tossing ourselves (not eachother, I should add!) off.

As impoverished schoolboys, my mates and I would have occasional 'swap-meets', where we'd exchange our meagre collection of jazzmags. And part of the tradition was a sort of 'try-before-you-buy' at the end of the swapmeet. Let's face it, what red-blooded 13/14 year-old wouldn't get a raging woodie looking at a new parade of tits and fannies. Steve and I were giving the mags a 'road-test' - buck-naked on the bed with the best pics all displayed at the end.

I was just shooting my load when I heard the door. Luckily Steve's clothes were behind it so she could only open it a foot or so. She quickly closed it again. I'm certain she didn't see two stiff cocks, one with fountains of jizz springing from it (bragging again!) - but I'm sure she saw two naked feet and a collection of open Razzles and Escorts. I don't think Steve hardly noticed - he carried on until he'd shot his load, got dressed and went home.

I was red-faced for days. But my mum was pretty cool. We never have 'frank and open' discussions about sex - we are British after all! But she loves making suggestive remarks and is certainly not averse to a good dirty joke.

Anyway, I think fancied Steve ( she certainly fancied another of my mates!) and was just as nice, if not nicer to him after the 'incident'. Perhaps she regretted not being able to see his tumescent teenage cock. Perhaps I'll ask her one day!

 

[robot_r0ck]

 

[joilover]

During my second tour in Iraq my section and I were back in the wire, not on mission. We were living in trailers in 2-man rooms and my roommate, in my platoon's other section, was out of the wire. So guess what I decided it was time to do? That's right, beat my cock like it owes me money, only I forgot to lock the door and my buddy in the next room decided it was a good time to come over and ask to borrow porn. That was the last time he came over without knocking on the door.

While I was in Iraq, I never got caught, but that doesn't make it less awkward. The lower end counterpart to those 2-man rooms were the trailers with 8 guys per room. One dude got sent some kind of pocket pussy, and one night I woke up to "squish, squish, AAAAHHHHH...............". Also, just about every time I'd sneak to the bathroom, some Haji would end up smashing into my feet with a mop while I was mid-wank. It will really throw off your rhythm in a gloriously awkward way. The truly awkward times where when there were indirect fire attacks or controlled detonations at the most inconvenient times. Like, mid combat shower (after the lather, but before the rinse) getting attacked, or the controlled det I didn't know was a controlled det while I was crapping in a port-a-potty. I seriously wondered if I was going to get to wipe before I died. Luckily, it was a planned explosion, and the stuff I heard hitting all around me was just dirt falling off the overhang over the crappers.