I've been more or less following this thread for months. Here's my bad dating experience:
It's bad because it's the date I never had, but really desired. I was in Junior High School and "in love" with the most beautiful girl in the world. She was very popular (but not stuck up, as they said in the day) - just a gem of a lady.
I was so friggin' shy at the time, I didn't have the nerve to ask her out. I'm sorry I didn't.