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Most Embarrassing moment ?

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By (user no longer on site) OP   
over a year ago

Mine was in school, I was trying to impress a girl in the playground only to slip and rip my trouser along the crack... which everyone saw

Buttcrack was the new nickname....

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By (user no longer on site)
over a year ago

After going on a tv show it was aired after a rugby game in front of all the lads at the club

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By (user no longer on site)
over a year ago

You do look like you have a nice buttcrack if I may say x

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By (user no longer on site)
over a year ago

I was about twenty and still living at home.

I was wearing loose fitting boxers and my girlfriend was sitting on my lap in my bedroom.

My mum came in, my girlfriend jumped up, my cock had slipped out of my boxers and revealed my hard on.

My mum pissed herself laughing and left the room.

Yep, pretty embarassing at the time.

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By *eliWoman
over a year ago

.

I was wearing some new heels at a ball and hadn't learned the scuffing the bottom to improve the grip trick yet. I thought I looked the shit in a strapless dress, I'd had a bit to drink and decided to go and talk to a hot woman the other side of the room. Sashaying like a drag queen I skidded on the too smooth floor, tumbling to the floor and out popped a boob in front of a hundred odd people. I binned those heels shortly after but still find it embarrassingly funny to this day.

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By (user no longer on site) OP   
over a year ago


"You do look like you have a nice buttcrack if I may say x"

Thank you

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By (user no longer on site) OP   
over a year ago


"I was wearing some new heels at a ball and hadn't learned the scuffing the bottom to improve the grip trick yet. I thought I looked the shit in a strapless dress, I'd had a bit to drink and decided to go and talk to a hot woman the other side of the room. Sashaying like a drag queen I skidded on the too smooth floor, tumbling to the floor and out popped a boob in front of a hundred odd people. I binned those heels shortly after but still find it embarrassingly funny to this day."

Wish I was there - haha

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By (user no longer on site)
over a year ago

Def my most embarrassing moment was very soon after getting my first iPhone not great with technology any way but had not much clue how the phone worked.

I was at work and thought I’d be naughty and send a dick pic to the wife. Somehow I managed to send it to our daughters best friend instead I nearly died of shame she saw the funny side of it but I did go through bit of leg pulling for couple of months lol

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By (user no longer on site) OP   
over a year ago


"Def my most embarrassing moment was very soon after getting my first iPhone not great with technology any way but had not much clue how the phone worked.

I was at work and thought I’d be naughty and send a dick pic to the wife. Somehow I managed to send it to our daughters best friend instead I nearly died of shame she saw the funny side of it but I did go through bit of leg pulling for couple of months lol"

Lucky she didn’t report you!

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By (user no longer on site)
over a year ago

running up the steps in the reception area of the office to meet my then partner.

Tripping on top step flying out of the office and landing on the pavement at the feet of my client

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