Back in High School, a girl I had known from a previous school called my house and left a message saying that she wanted to have sex with me. She was clearly drunk in the message and didn't leave her name or number or anything, so I didn't even know who it was at the time. Later on when I met her in my new school, we became friends again, but she clearly had a drug addiction and had been suspended and supposedly arrested. I wanted her to stop doing drugs so I decided to tell her about the phone call, in order to try and get her to see that it was making her do stupid stuff. Didn't work, awkward silence. Didn't ruin the friendship, she still talked to me the rest of the year and then the one time I met her in college. But I haven't seen her since that time and I never even got up the courage to ask her out.
Only asked one girl out, ever. And, ironically enough, I did that to prove to my other friend how easy it was. I was immediately rejected of course, and I think I would have been even if she had not already had a boyfriend. But it cheered my friend up. I just hope I didn't mention to him that that was the first time I had done it.
I'm even more scared to ask anyone out now. Before I just had to worry about rejection and the girl having a muscular and short-tempered boyfriend. Now there's a good chance anyone could be married too. Procrastination sucks.
