Freshmen year, had a crush on this really pretty blonde girl in my algebra class. After weeks of thinking how to talk to her and asking my parents, they convinced me to just ask for her phone number.
So one day after algebra is over, I was waiting for everyone to leave. She was standing there with 2-3 friends and I decided today had to be the day. I walked up, asked for her phone number. "I don't even know your name."
I said "OK" and walked away. I will never forget this. Can I go back in time and kick myself in the balls? Maybe I'm lucky that's the worst that happened.