What was the most embarrassing moment of your life?

It’s actually right now. And not in an outside looking in kinda way, but I’m ashamed of how unhealthy I am.

It was actually a few years ago my wife and I went to a wedding reception we got a lift off my parents my dad stepped out of the car and open the back door for my wife she stepped out of the car very unladylike showing her pink lace knickers and you could see her pubic hair through them I know he couldn't miss seeing her because I did and I was stood behind him

Confessed to watching twilight

When had recently discoverd the art of it(which I don't do anymore).. One time I was doing [i]it[/i] in my bedroom one afternoon. Only the bloody windowcleaner turned up outside my window. I shot up and closed the curtains.
So yeah always cloes your curtains when doing that.

Of my life? Hard to say, today? I went to get a pizza for dinner and in the car park I came across two teens doing something weird. I think one was trying to get changed n the passenger side, (At least I think that's what he was doing. he wasn't wearing underwear.) And his mate was filming him from the outside of the car and even opened the door. They saw me and stopped what they were doing and rushed to get dressed. But then went into the same Pizza shop. So they didn't know what I saw but knew I saw something and were trying not to make eye contact and I was trying to not look at them also... The Pizza couldn't come quick enough.

I shaved my head and got a tattoo of a girls name on my head. Unbelievable Pain to get that tattoo. At the big reveal in a bar she thought I was crazy and broke up woth me. Any single girls out there named Sherry?

Maybe 10 or 11 years ago I was at a nudist resort just outside Nashville and lying down next to the pool.


This woman comes up to me and says “I know you”.


I am thinking to myself, ok maybe she has seen me here before.


She then says "your name is Steve right"?...I said yes....and she says I was your calculus teacher in HS....I had Calculus in my Sophomore year....and that was 1986.


So here is this former teacher of mine years later pulling up a chair to play catch up while we are both naked...And she is sort of checking me out. This was probably one of the few times I was glad that they do not allow on site sex.


Feeling a bit awkward I decide to go to the hot tub and she follows me in there to continue the conversation for about another 15-20 minutes….Needless to say I normally do not get embarrassed, but then again I am not expecting a teacher that had to be 15-20 years older (and did not age well) to be having a conversation in the nude with me.


I got home and shared with my wife the awkward situation and she just laughed at me.

Getting drunk and admitting to someone that I have a SW account

I pissed myself on a plane next to a work colleague. The flight was delayed hours so I was drinking in the lounge. I couldn't find a toilet anywhere along the way to the gate, the one time there was one I knew I'd have to use a urinal next to him which I wasn't comfortable with, not least because I needed to fart. Then we were crammed tight on the plane and I didn't want to bother him by getting up.
I thought I could make it till disembarking but the approach took forever with the seatbelt sign on. Finally after pure hell of retention, as I felt the urine involuntary seeping out I had to quickly get up and spent the landing sitting down on the toilet at the stewardesses instruction. Fuck. To his credit he never mentioned it again, at least to me.

Our wedding night, after dating almost eight years and dreaming of this moment, I finally entered my wife for the first time and lasted maybe 10 seconds. Fortunately, the rest of the night's sex went much better.

I was about 10 years old and staying with some friends of my parents for a few days as they had to be away on business during the summer. The Mom was a bit slutty and had 3 very attractive daughters aged about 12-16, one afternoon, the Mom pantsed me right in front of her daughters, she did it teasingly but i was still utterly embarrassed and bare assed too. The daughters didn't seem to mind what their Mom had done as they were kind of like her but I was mortified as this is something my Mom would never have done to me and i was still pretty shy, specially around pretty girls. I never told my parents about it though 🥴

Not being able to cum or maintain an erection when being intimate with my ex. But at that stage the relationship was pretty much terminated anyway.

I went with a friend to a comedy show. An all lesbian comedy show in a gay club with pretty much an all lesbian audience. I was sitting in the middle, had a beer in my hand, leaned back in my chair, one of the legs snapped and I went crashing in to the table behind me. Drinks flew everywhere. The show stopped and the spotlight was on the straight dude in the middle of the room. I stood up, gave a little bow and then was the target of "straight white male" jokes for a couple of minutes. Totally deserved. :)

A thought pops in my mind, it was between me and a good friend when a teen, just between me and him, nothing sexual, but was very embarassing.

Sneaking up behind someone who I though was my mother and giving them a huge fright.

When I was born.

I mean, WTF.

How did I get myself into this fucking mess?

Being born naked in front of a bunch of strangers. It made me cry!

i have so many its hard to pick between them 🤣

Too many to name one! 😳

Watching porn in my girlfriends bedroom and
Her mother came back and came in the room
to ask me a question which she did and then walked out leaving me thinking 🙈

Nothing I wish to relive.