Most Awkward Moment?

[Zaverexus]

1: More weird than awkward, but definitely the weirdest experience ever: I was on a field trip for school when a girl I had never seen before comes up and asks "hey, are you [my name]?"
I said 'yes, do I know you?'
she says 'no, but I'm a friend of [blank], she's told me a lot about you"
[blank] here stands for the name of my very first girlfriend who at the time I had not seen in 3-4 years. We lost touch when she moved to a private school. But I went along with it.
"oh, okay, what school is she going to now?"
"Oh, she moved to Alaska"
... I live in Florida... this was just way too bizarre.

 

[ThaBenMan]

I was checking a lady through my register at work, and I was talking to her as I was ringing her stuff up. Suddenly, a huge fleck of spit involuntarily flew out of my mouth and landed on her chin. I wanted to just drop everything and run out of the store.

 

[vento 231]

My first girlfriend's Mum walked in on us. Doggy-style. On the floor.

I want to hear more about this, what did she do, what did you do, what did her mom do? I am very, very interested.

 

[Macgyvercas]

The only awkward moments that readily come to mind are whenever I have told a girl that I like her.

Yeah, I'm pathetic.

 

[ICanBreakTheseCuffs]

One day, a friend of mine screamed "Romi's a fur fag!" In the halls of my school...I got dirty looks.

why does that remind me of this?

OT:get in a fight with somebody in 2nd grade.....dad comes over to brake it up and I punch my dad

 

[Romidude]

One day, a friend of mine screamed "Romi's a fur fag!" In the halls of my school...I got dirty looks.

why does that remind me of this?

OT:get in a fight with somebody in 2nd grade.....dad comes over to brake it up and I punch my dad

That YouTube serise was the inspiration for that little episode I had at school, thanks.

 

[Resphyre]

wearing my long black sephiroth trenchoat and Tripp pants and jacket at an airport and going through the metal detector

 

[HotPocket]

I once asked a girl out that I liked but I didn't realize she had a boyfriend, it was in a library.

 

[GwydeanRunix]

One day after school me and my friend decided to pick up our friend (with like the both of us holding one leg each) 'cause she hates that. So we pick her up, and she starts to drop, and I immediately grab her to stop her from falling. I ended up grabbing her ass (This also happens to be the girl that I like).

Also, the same girl getting mad at me because I won't tell her who the girl is that I like. It would be even more awkward if I just said "You." when she asks.

 

[Death God]

Finding out that my teacher did a lot of porn movies with dogs. I could never look at her the same way again....

 

[triggrhappy94]

I was on a date with this chic who only responded "Yeah," or "I don't know," to my attempts to starting a real conversation through questions and statements.

EDIT:
Real conversation with a chic...
her: "make a wish its 11:11 on 10/10/10"
me: "hmm wouldn't it be better to make a wish on 11:11 11/11/11... that's also the aniversery of the signing of the treaty that ended World War 1"
her: "Thats also the aniversery of the day my dad died..."

Aren't I just the luckiest

 

[triggrhappy94]

Finding out that my teacher did a lot of porn movies with dogs. I could never look at her the same way again....

Im pretty sure my chem teacher did MILF porn

 

[The_Amazing_G]

Right now.
But it has NOTHING to do with my penis.

...
...
...
silence...
...
...

 

[Death God]

Finding out that my teacher did a lot of porn movies with dogs. I could never look at her the same way again....

Im pretty sure my chem teacher did MILF porn

What is up with teachers and porn?

 

[Fooz]

-

 

[Toranilor]

I have three;

A couple of years ago I ripped a set of pants playing dogeball. Embarassed, I went home (I live nearby) to get changed. I inadvertently wore the ripped pair the next day. To a university day with hundred of others.

A friend and I were previewing our graduating class' farewell presentation. He complained that the video was 'too dark'. Instinctively, I blurted out "You're too dark!", as a joke. (These sort of jokes are common amongst my friends and I). After a brief second I remembered he was Indian.
This happened twice.

This one was my work manager, but nonetheless awkward;
After giving her my mobile number to arrange shifts, I got a message from my manager at 2AM
asking if I was going to meet her at the bus stop. 15 minutes later I got another text telling me that everyone was dissapointed that I diddn't show. I confronted her about it the next day at work, turns out she was drunk and got her numbers mixed up.

 

[Auron225]

My friend got a girlfriend and he, I, and her (awkward third-wheel-ness) went to see a movie. Afterwords we were all picked up by my friend's dad in a van. My friend's dad was in the driver's seat, I was in the middle row, and my friend and his girlfriend were in the back seats and I had to talk to/distract my friend's dad talking about the movie while seeing my friend and his girlfriend kiss in the back seat through the rear-view mirror...

I can top that one... why I'm happy I can top it Im not exactly sure.

Same sort of deal, except - I was stuck in the back-seat WITH the couple! =O And at the time - I happened to like the girl in the relationship... and she was leaning against me to make-out with her boyfriend... *shivers* The Ultimate in Third-wheel goodness!

 

[Auron225]

Oh - there's also the time I was sitting with a friend and some friends of that friend I had just met. I had heard their names but I wasn't really paying attention at the time. Anyhow - we were talking about ridiculous names that parents would name their kids, when I come out with;

"One name I just don't get is Ruth! Who on Earth would think of naming their child that!?"

...which is when I realized a friend of a my friend was in fact called Ruth... ohh my the awkwardness!!! XS

 

[SeriousSquirrel]

Change whatever I said to the entirety of last Saturday. I'd do a lot of things to undo the events of that day

The only awkward moments that readily come to mind are whenever I have told a girl that I like her.

Yeah, I'm pathetic.

I feel your pain man, I feel your pain

 

[ViaticalTarsier]

Being known as a good skier and in front of like 200people falling off the chairlift at the load point because the lifty was being funny and held the chair back causing me fall off the lip of the seat and forcing the chairlift to stop as I crawled out of the way with my skis and poles going everywhich way. That was probably the most awkward but it wasn't too embarrassing I still get made fun of for such a beginner move but its something to laugh about now...... I usually never feel awkward since most of the time I just roll with whatever comes my way.