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Your worst moments with the opposite sex

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That Guy You Met Once

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Nov 20, 2007
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They don't necessarily have to be sexual or weight-related, but tell me about some of your most awkward, infuriating, or humiliating moments when it comes to relationships, flirting, or anything else like that.

I know a lot of people, like me, have had tens of these experiences, so I think we should keep it to three per post for brevity's sake, please.

1. In my senior year of high school, me and a few of my friends would hang out at the arcade on some Friday nights. One day, while everyone else was playing DDR, I saw a pretty girl that was looked bored, and I introduced myself. We talked for a little while, and soon we started flirting.
About 20 minutes in, she smiled at me, leaned over and whispered in my ear that she wanted me. I froze up (and probably looked like an idiot), but eventually managed to say that I felt the same way. She told me she had to go to the bathroom, but she'd get back to me as soon as she was out.

While she was gone, security threw me and three of my friends out for "loitering." We were all paying customers, but they said we weren't spending ENOUGH money. I was going to run back in and get the girl's number, but one of my friends started making a scene and cussing out the guards, which pretty much fucked that plan up.

I asked everyone if they knew who she was, but none of them did. I never saw her again.

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2. In the cafeteria in my sophomore year of high school, a girl I knew was complaining, as she often did, about how "fat" she was. (She weighed about 130 pounds, for the record.) I innocently told her that she wasn't fat, just a little thick at most, and she looked good. She took it as an insult. She started screaming and crying, and her boyfriend, who I didn't know was there, punched me in the back. He was far more fit than me, so instead of hitting back, I just got the hell out of there.

The next day, I heard that she'd ODed on diet pills that night and passed out. Needless to say, I avoided her from then on.

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3. Two days ago, having my girlfriend of a year tell me this (I'm paraphrasing a 10 minute conversation here):

"I have to admit: I'm not really an FFA, I was just pretending to be one the whole time because I thought it's what you'd want. Would you mind losing some weight?"

That flew in the face of everything she'd told me over the past seven or eight months. I still have no idea what to tell her.
 

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