Worst moment with the opposite Sex?

[Skarvey]

I had recently broken up with someone that I had been dating for about nine months (it didn't end well), and --long story short-- a few days later I wound up getting pretty busy with her best friend who I have been close friends with for years. She was naked and I was almost naked and laying on top of her when OH MY GOD WHAT HAVE I DONE hit me. I made up some lame excuse, sheepishly put my clothes back on and drove home shaking from being mortified at myself.

Do I win something?

a half sincere pat on the back and a sigh, my friend

 

[Trivun]

Man, I do not have awkward moments around the opposite sex. I love those dudes ladies.
I had an awkward moment with one of my only male friends though.
And not even when I was being pretend-gay. He was all, "Hug?"
And it was creepy. I think my eye twitched a bit.

I do not like being touched. (by dudes)
But really, that's all. I avoid awkward.
EDIT: I still hugged him though. My reputation as very, very strange would be at stake if I didn't.

Yeah, we all know and love you for your reputation in that regard... ;D

As for me, it would have to be right now. One of my friends, who I really like, lives four floors below me, and yet I can't bring myself to ask her out. It's worse when we're out clubbing (like tonight, for example), and we're dancing together, and things just seem to get pretty awkward. God, I'm a coward...

 

[Trivun]

When I gave my girlfriend the password to my WoW account

actually, that turned out really well

probably when I was watching The Notebook with a few members of the opposite sex, and it was at the end when the lady was freaking out, they all started, almost simultaneously, just crying their eyes out. At that exact moment, I was almost doubled over in laughter because I finally realized who that woman in the movie reminded me of. I was kicking my legs in the air laughing, gasping for air, and screaming "It's Barbara Bush! HAHAHAHA! BARBARA BUSH!"

Actually, I really liked that film. As an 18 year old guy, I suppose I shouldn't really admit to that, but still...

P.S. Sorry for double posting

 

[deletemeplease107]

The time I lost my virginity and not only did my friend watch like a creeper, but I was interrupted by my mother.

Anyone wanna have sex with me? It's gonna be awkward!

Your mother? Ouch dude.

 

[Drake the Dragonheart]

Everytime I speak.... to a girl anyway.

Man I know what you mean, sad as that is.
Pretty much every attempt I have made with the other gender.

Well, shall we go for a list?

There was my girlfriend of one and a half years (14-16, we were together for). We'd never have sex, for reasons that I shan't describe here. Part of it was being kinda young, part of it was reasons she imagined that I shan't digress into here. But when we finally did get round to "doing the deed" it turned out that she was too incredibly tight, even for my pitiful manhood. Hell, it hurt me trying to get it in as much as her. That was a fairly crushing blow to an already unhealthy relationship.

Oooh, ooh, or the SECOND time I nearly lost my vaginity. When I was so sexually anxious from the first girl I was unprepared for seeing someone a year older than me. I was terrified the first day we went out, she wanted it. I wanted to oblige, but the little fella was so terrified I'm pretty sure he retreated into my kidneys.
...and then I tried to do it anyway. Urgh.
Just urgh. That's maybe the most embarassing. I've done worse things, but that's the only moment in my life I'm routinely pained to reminisce, even 3 years later.

what exactly is vaginity? did you mean virginity?

 

[joystickjunki3]

Too many times to count.

 

[Trivun]

Man, I do not have awkward moments around the opposite sex. I love those dudes ladies.
I had an awkward moment with one of my only male friends though.
And not even when I was being pretend-gay. He was all, "Hug?"
And it was creepy. I think my eye twitched a bit.

I do not like being touched. (by dudes)
But really, that's all. I avoid awkward.
EDIT: I still hugged him though. My reputation as very, very strange would be at stake if I didn't.

Yeah, we all know and love you for your reputation in that regard... ;D

As for me, it would have to be right now. One of my friends, who I really like, lives four floors below me, and yet I can't bring myself to ask her out. It's worse when we're out clubbing (like tonight, for example), and we're dancing together, and things just seem to get pretty awkward. God, I'm a coward...

Kiss or spank her and run away.
NEVER listen to me, I just got up.
Man my reputation is awesome. Especially with my school-going friends.
Except the bit where they think I kill people. I'm not entirely sure they're not serious.

Actually, if I was them, I would be pretty serious. I know you well enough from your Escapist posts to be quite serious in that area...

 

[Trivun]

Man, I do not have awkward moments around the opposite sex. I love those dudes ladies.
I had an awkward moment with one of my only male friends though.
And not even when I was being pretend-gay. He was all, "Hug?"
And it was creepy. I think my eye twitched a bit.

I do not like being touched. (by dudes)
But really, that's all. I avoid awkward.
EDIT: I still hugged him though. My reputation as very, very strange would be at stake if I didn't.

Yeah, we all know and love you for your reputation in that regard... ;D

As for me, it would have to be right now. One of my friends, who I really like, lives four floors below me, and yet I can't bring myself to ask her out. It's worse when we're out clubbing (like tonight, for example), and we're dancing together, and things just seem to get pretty awkward. God, I'm a coward...

Kiss or spank her and run away.
NEVER listen to me, I just got up.
Man my reputation is awesome. Especially with my school-going friends.
Except the bit where they think I kill people. I'm not entirely sure they're not serious.

Actually, if I was them, I would be pretty serious. I know you well enough from your Escapist posts to be quite serious in that area...

Good sir, do you wish to disappear?

Not really, but knowing you, it's pretty much inevitable. The question is, do you want to disappear? (I understand that this is merely a rhetorical question...)

 

[Ravinak]

The reason she hadn't told me was because she didn't want to screw up my current relationship.

So did you end your 'current relationship' for her? Or perhaps she told you after you are single again?

 

[lousyshot55]

Two words, Whiskey Dick....
(sorry if its kind of vulgar but it is the worst moment for me)

 

[Trivun]

Man, I do not have awkward moments around the opposite sex. I love those dudes ladies.
I had an awkward moment with one of my only male friends though.
And not even when I was being pretend-gay. He was all, "Hug?"
And it was creepy. I think my eye twitched a bit.

I do not like being touched. (by dudes)
But really, that's all. I avoid awkward.
EDIT: I still hugged him though. My reputation as very, very strange would be at stake if I didn't.

Yeah, we all know and love you for your reputation in that regard... ;D

As for me, it would have to be right now. One of my friends, who I really like, lives four floors below me, and yet I can't bring myself to ask her out. It's worse when we're out clubbing (like tonight, for example), and we're dancing together, and things just seem to get pretty awkward. God, I'm a coward...

Kiss or spank her and run away.
NEVER listen to me, I just got up.
Man my reputation is awesome. Especially with my school-going friends.
Except the bit where they think I kill people. I'm not entirely sure they're not serious.

Actually, if I was them, I would be pretty serious. I know you well enough from your Escapist posts to be quite serious in that area...

Good sir, do you wish to disappear?

Not really, but knowing you, it's pretty much inevitable. The question is, do you want to disappear? (I understand that this is merely a rhetorical question...)

Okay, Mr. Smartass-face!
I see someone is asking for a visit from the Pain Fairy.

I look forward to it.

Wait, that came out wrong...

 

[Horned Rat]

I used to work in a Supermarket. On a busy Saturday, my work mates got a girl to ask me out over the intercom.

I wasn't sure whether I should go down from the lunchroom or stay up there. I did end up going downstairs and we dated for a while.

 

[bmf185]

I had recently broken up with someone that I had been dating for about nine months (it didn't end well), and --long story short-- a few days later I wound up getting pretty busy with her best friend who I have been close friends with for years. She was naked and I was almost naked and laying on top of her when OH MY GOD WHAT HAVE I DONE hit me. I made up some lame excuse, sheepishly put my clothes back on and drove home shaking from being mortified at myself.

Do I win something?

a half sincere pat on the back and a sigh, my friend

Yesssss my favorite. Actually, I got a drive home and a feeling that I will always remember...kind of like being really drunk, but heavier and sad. Oh yeah, pure remorse. I don't think the ex ever found out (because I never got screamed at or attacked with fingernails) and I still talk to her pretty frequently even though she lives a thousand miles away. Heh.

 

[Raven's Nest]

Good morning/afternoon/evening/night everyone, nice to finally make your acquaintance after following ZP for well over a year now...

My worst moment had to be a few years back now. I'm on a school trip in France, a girl (Lizzie) who I was friends with (and fancied) for at least two years is there too. A couple of days into the trip and everyone is hanging out in the hotel pool one evening. About six or seven of us are in the jacuzzi including said girl.

I'm kind of tuning in and out of the various conversations when I hear Lizzie declaring "feel around for me while i'm underwater"... I look at my friends, most are smiling pervertedly...Lizzie has gone underwater... I *cough* unashamedly attempt to "cop a feel".I grab what I think is a breast, and give a little cheer.

Lizzie bursts out of the water looking mortified and shouts out "I'VE JUST BEEN GROPED!". She wasn't a happy bunny. My face has turned a violent shade of magenta by this point. She then demands to know who it was...Everybody points to me...Nobody even had the courtesy to laugh because in that instance the mood had completely died.

I recieve a 70 mph bitchslap to the face and she never spoke to me again... (which everyone in the pool room hears)

It turned out she had lost her earring and was simply asking people to feel around with their feet...

The morale to the story here...listen, and don't take everything people say literally. (and I shouldn't be a perv)

 

[Novania]

Being dumped. Cruelly, a good measure of how good your relationship was is how painful it is when your dumped. But I think telling me it was because she wanted to go out with an asshole instead made things worse.

ouch that really hurts.