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I've had a grand total of one date in my entire pathetic life. It was in my high school sophomore year, with the nerdiest, most anti-social girl in the whole school. Which fit, because I was almost as weird and anti-social as her.
We went to get donuts at a quaint little pasty store and just sat and talked for a while. She loved anime and everything Japanese (Odd since her family was from Hong Kong, but whatever) I liked anime but hadn't seen nearly as much as she had, so I struggled a bit with discussing the more obscure titles. We had a good time.
But at the end I didn't really feel anything special come from it. She was so obsessed with everything Japan that I was a little intimidated by it. In the end I just tried to ignore her. We didn't have any classes together, so that was pretty easy. At the end of my sophomore year, my family moved to a different city and I never saw her again.
I still don't know if I should have pursued the relationship. Maybe I could have learned to have fun with the odd Japanese things she liked so much. Maybe she was just going through a phase. Certainly would have been better than the pleasure-seeking party-going women I've met in college, or the hardline feminists. If I had known so many college women were so trashy, maybe I would've tried pursuing the relationship further. Should I have? I'm always petrified I'll find another woman like her and not know how to proceed.