It was the first day of my third year at MIT. My major was civil engineering but I had signed up for this statistical analysis class. As I walked into class for the very first time, I almost bumped into her; there she was with all her goofy looks. It was Gertrude from middle school and high school. Being polite, I said, 'Hi Gertrude."
She just gave me an ugly look and stumbled on by. She just stumbled on by me without a word. Stumbling was the best way to describe the way she walked. It was as if she was falling forward and her feet were trying to catch up. She had frumpy looks and matted hair. Her little tits were too low on her chest for such small ones. Gertrude never smiled.
All the boys in school had picked on Gertrude with no letup. All the boys and even some of the girls had played Gertrude germs all day long. If you brushed up against her in the hall or came in contact with anything she touched, you wiped your hand on the next person and said, "Gertrude germs." Then that person wiped their "Gertrude germs" on somebody else. We always made fun of her, like asking her if she was walking with a stick up her ass or what happened to her tits. I was one of the worst little bastards.
Somehow she had survived our torment and here she was at MIT. MIT had a very low acceptance rate so she must have had something on the ball.
My nursing student girlfriend had broken up with me over summer so it had been over a month without pussy. And MIT was not a place to find any. Back then girls were very, very scarce at MIT so what to do? Gertrude? NO! Not Gertrude. I wondered if Gertrude had a pussy, but who cares. It is probably goofy if she does.
As fate would have it Gertrude sat to my right front in statistical analysis. The professor was very boring. All he did was read from his book, word for word. The book was brilliant but I had bought it and read it as soon as I had signed up for his class. So her legs, sticking out of her dress were the only thing that could hold my interest. OMG! I am looking at Gertrude legs. But is there a pussy where they come together? When she sat somewhere else, I was disappointed.
Over the next several days, my attempts to talk to her were met with the same cold shoulder. Then one day, outside class, I said, "I know a lifetime of apologies will never make up for years of being such an asshole, but please, can we start over."
She gave me a dirty look and said, "Careful, you might get Gertrude germs."
"Please."
"Why now?"
"Let me take you to dinner."
"Ha! Do you have any idea how many boys asked me out in high school? Meet them at such and such. But they never showed up."
"Okay, I will pick you up."
"Why?"
"I want to take you to dinner."
"Why?"
"Look, I will give you cab fare when I pick you up. If you think I am being an asshole, just leave."
"But what's the point? We have not seen each other for over two years. I am still the same ugly duckling and you are still one of the cool ones."
"Gertrude, what I did all through school was not all that cool and you are not ugly. You were different so they (we) picked on you.
Then she just walked away. I continued to ask her out every day and she continued to turn me down. It was becoming an obsession on my part. But then one day it happened; she smiled when she said "No." I had known her for over eight years and never seen her smile.
She said, "If I go to dinner with you, will you leave me alone?"
