It was Halloween night at my school. I had been feeling depressed and pretty lonely the whole day, and wasn't planning to do anything until a friend asked me to a party and suggested a good costume (farmer). She even lent me a pair of overalls (which were skin tight on me). Reluctantly I agreed.
After securing a hat, some strands of wheat to chew on, and a bottle of Jack Daniels, I arrived at the party being held by my friends. I looked like a real idiot, but so did everyone else so I didn't care too much. I started with a few whiskeys and a few beers, and before I knew it I was feeling pretty good. Thats when I saw her.
She had gorgeous eyes and nice hair. I knew right away she wasn't like most of the girls all slutted up and trashed. She was wearing heels and was wrapped in a fur coat. She was by herself and seemed a bit out of place, like she was waiting for somebody. I watched her safely from a distance, wondering what it would be like to be able to talk to women. I tried to beat myself up but the alcohol in my system kept saying, "might as well try, you'll probably never see her again". I gulped.
Filled with fear and in skin tight women's overalls, I made my approach. I knew for a fact I would fail but my legs kept moving towards her. She looked at me with those beautiful eyes, to which I replied "uhhh, are you Marilyn Monroe?". She looked at me with a funny look and said "no, not even close". I replied "oh. Well I'm a farmer", to which she smiled and said "yeah, I can tell". Turns out she was Gwyneth Paltrow's character in the Royal Tenanbaums.
For some reason, we really hit it off that night. She was visiting a friend from a nearby college and was staying with her friend for a few days. She made fun of me for my costume, and I tried to show off by displaying a fake southern accent and freezing my ass off in the october weather by taking her for a walk (although she let me borrow her fur coat a few times). We ended up kissing for hours that night, and it was only the second time I had even kissed a girl (I was 20 at the time). My first kiss was a disaster. The next day I went over there and asked her out. She said yes.
We ended up dating for four months or so...the 50 miles distance really did us in. She was the first girl I dated and I will always care about her. I guess the lesson I learned was that you have to pick yourself up and get out there, no matter how hard it is. I was depressed most of the day but i gave myself a chance just by showing up. Most of the time you'll end up failing, but giving yourself a small shot for success is better than giving yourself no shot at success. I still struggle quite a bit talking to girls. But I ask myself, how many times would I be willing to fail in order to find a girl like the one I found that night? And I push on. Sorry for the long post.