Romantic Fails

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Ironic Pirate

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May 21, 2009
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I tried asking a girl out once, but I was so nervous, and so botched the words, that she thought I wanted help her carry a box she was standing near outside. She did thank me for the help though...
 

Sworm

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Mar 15, 2010
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I don't think a lot of you (yeah even those of you who cite your entire life story) come close to the level of fail I've achieved...

It started with a girl I liked in high school. Now a little background info: At that time me and a bunch of friends were playing a browser based space simulation (Ogame, if you heard about it), and I was the "leader" of an alliance within that game that included me, my friends, and some other guys that we never met but that we let join.

Entering high school, I kept the fact that I played that game (or any game for that matter) mostly to myself. Yet overtime, my physics class (which included HER) came to find out about it and to my surprise, a good portion of them (8/12 people) came to play with me and join my alliance... including her. she even asked me for "special classes" for the game. Needless to say I was in pure joy at that time.

Now comes the fail. Not all being from the same region, we would all chat semi-regularly with the members whom we didn't know in person, and just as I was working up my courage to go talk to her, I found out that her and one of those members were actually "in a relationship", despite never having actually met face to face before and always talking through the phone (a fair distance separated them), even having said the words "I love you" (I got confirmation of this the next day after I learned about it.) I quit playing less then a month after that and face-palmed too many times to count.

Long story short: I basically shot myself in the foot by being creating an alliance in an ONLINE BROWSER-BASED GAME! Beat THAT Level of fail!

although in retrospect, and considering the fact that they both are still together and have been for the past 3.5 years. I guess on some level they were meant to be, thus I have almost no regret from that entire story even though I sometimes think to myself that things might have been different if I never created that alliance... or even played that game. (Although those assholes never thanked me for playing involuntary cupid... despite her new-found "boyfriend" being aware of the fact that I had feelings for her)

I'll be waiting for a challenger to my story. Come if you dare!
 

Oliver Pink

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Apr 3, 2010
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Depending on how it goes, I may or may not have one to post here after tomorrow night... Still, hopefully all goes well.

Edit: In the meantime though, back in primary school when I had no social abilities whatsoever, I once reacted to someone saying they liked me by hiding my head in my bag 'cause I thought it'd be funny. *Facepalm*
 

Engarde

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Jul 24, 2010
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I am currently in one. Well, sort of. Half of me is. Ish. And it is a complex issue I would rather not go into.

Though a friend once did something I found very amusing. Since he is not very comfortably socially, he sometimes does things a little odd. We were speaking, and he said, "I want to spend some more time with her." Then he immediatly walks over to the 'her' and then says "I want to spend some more time with you.
So very blunt, and so very amusing. I do not remember what happened after that, it must not have been as funny.
 

Sworm

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Mar 15, 2010
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Oliver Pink said:
Depending on how it goes, I may or may not have one to post here after tomorrow night... Still, hopefully all goes well.
good luck to you! and don't hesitate to post here if you have good news ;)
 

Oliver Pink

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Apr 3, 2010
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Sworm said:
Oliver Pink said:
Depending on how it goes, I may or may not have one to post here after tomorrow night... Still, hopefully all goes well.
good luck to you! and don't hesitate to post here if you have good news ;)
Thank you kindly! I'll certainly try my best - and even if it doesn't work out, at least it'll hopefully make a good story.

Or alternatively, another entry in my 'let us never speak of this again' folder.
 

Sworm

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Mar 15, 2010
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Oliver Pink said:
Sworm said:
Oliver Pink said:
Depending on how it goes, I may or may not have one to post here after tomorrow night... Still, hopefully all goes well.
good luck to you! and don't hesitate to post here if you have good news ;)
Thank you kindly! I'll certainly try my best - and even if it doesn't work out, at least it'll hopefully make a good story.

Or alternatively, another entry in my 'let us never speak of this again' folder.
we all have those somewhere deep in our minds....
 

Oliver Pink

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Apr 3, 2010
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Sworm said:
Oliver Pink said:
Sworm said:
Oliver Pink said:
Depending on how it goes, I may or may not have one to post here after tomorrow night... Still, hopefully all goes well.
good luck to you! and don't hesitate to post here if you have good news ;)
Thank you kindly! I'll certainly try my best - and even if it doesn't work out, at least it'll hopefully make a good story.

Or alternatively, another entry in my 'let us never speak of this again' folder.
we all have those somewhere deep in our minds....
Hehe... mine is an actual folder on my hard-drive. It's mostly just god-awful photos that I want to keep around for the sake of recording history, but Never look at unless I absolutely have to... Almost like a reminder not to repeated the fashion mistakes of the past. I once went on a date at some concert with my face all done up like the Crow.

The worst part was that At the Time, I thought it looked cool. *Pistol - Head*
 

MeowBeibi

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Sep 5, 2010
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I've had one romantic fail. I've never really wanted a relationship per se, I've been more into having lots of guy-friends and having sex with them from time to time.

But I fell in love once with a random guy that nobody else cared for. I tried to drop hints, but he wouldn't take them. And I tried being his friend, but he didn't really want a friend and as it turned out he didn't really want sex or a relationship either. At the end I got tired of his "hard to get" attitude. And then I moved to a different country, leaving my friends and my friends with benefits behind. I still talk to him on msn, though. But I don't miss him as much as I miss my friends with benefits.

But I would consider that a fail.
 

Oliver Pink

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Apr 3, 2010
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MeowBeibi said:
I've had one romantic fail. I've never really wanted a relationship per se, I've been more into having lots of guy-friends and having sex with them from time to time.

But I fell in love once with a random guy that nobody else cared for. I tried to drop hints, but he wouldn't take them. And I tried being his friend, but he didn't really want a friend and as it turned out he didn't really want sex or a relationship either. At the end I got tired of his "hard to get" attitude. And then I moved to a different country, leaving my friends and my friends with benefits behind. I still talk to him on msn, though. But I don't miss him as much as I miss my friends with benefits.

But I would consider that a fail.
*Pat pat*

Don't worry, I reckon most of us have still been there. It's that frustratingly fine line between coming on too hard, and not coming on hard enough... You want to be nice to them so they'll like you, but not So nice that it's creepy - or that they just think you're a friend.

It's rough.
 

PhoenixKing

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Mar 31, 2010
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Umm... first girl I've ever fancied was fictional.... yeah.... that's the biggest fail ever.
 

Doclector

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Aug 22, 2009
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I asked a few girls out.

A mistake because I'm fugly and don't stand a chance. They all ended badly. I don't intend on making the same mistake ever again.
 

Phoenix09215

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Dec 24, 2008
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Well I only fall for Girls who already have Boyfriends... So I am at a disadvantage most of the time :p
 

AlanShore

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Nov 26, 2009
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Doclector said:
I asked a few girls out.

A mistake because I'm fugly and don't stand a chance. They all ended badly. I don't intend on making the same mistake ever again.
Chances are it went badly because of your mindset rather than your appearance. Girls tend to be more forgiving when it comes to looks. Don't give up just because a few knocked you back, it's their loss.
 

Oliver Pink

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Apr 3, 2010
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Phoenix09215 said:
Well I only fall for Girls who already have Boyfriends... So I am at a disadvantage most of the time :p
*Seizes you by the collar*

I...

Feel...

Your...

Pain...


Fun fact, that meeting tomorrow I mentioned? Just got cancelled. I failed before it even started. *Thumbs up*
 

Mr Montmorency

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Jun 29, 2010
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I asked a girl to be my fuck buddy. She already had one.

She said if she didn't have one already, she'd be my fuck buddy.

I'm still fapping alone.
 

RanD00M

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Oct 26, 2008
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I have no romantic failures... But that's not to say that I have any successes either.
 

Oliver Pink

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Apr 3, 2010
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Mr Montmorency said:
I asked a girl to be my fuck buddy. She already had one.

She said if she didn't have one already, she'd be my fuck buddy.

I'm still fapping alone.
I'd hardly call that 'romantic' failure - that's just a man reaching for the stars and finding only great balls of fire.

Still, top points for ambition!
 

skywalkerlion

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Jun 21, 2009
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Here's one!:

I started liking this girl in like early 6th grade and liked her all the way in to mid 7th. So when valentines came around I bought her flowers and waited. I had them delivered, and because I heard she was wondering who sent them, I told my only woman friend at the time to tell her it was me. I talked to said woman friend at the dance to see what she (the girl I liked) said when she found out it was, indeed, me. My friend told me "She said, 'Oh, that's great', in a very sarcastic voice".

Yeah.
 

SimuLord

Whom Gods Annoy
Aug 20, 2008
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I had a girl come up to me while I was reading a magazine and drinking coffee in a Starbucks. She started flirting with me and being very clear that she found me attractive.

Made of win?

Nope. She weighed about 400 pounds and literally smelled like shit; I suspect she wasn't able to reach her ass to wipe when she went to the bathroom. The following exchange ensued:

Me: "I'm sorry, but I'd really prefer to be left alone so I can read this."
Her: "What, you don't want a good time?"
Me (wondering at this point if this is the world's worst hooker): "Look, I'm going to say this nicely. If I have to say it again, I won't say it nicely. Get lost."
Her: "You're a douchebag."

Fail.