One time when I was about 19 yrs old, I was hanging out with a guy I knew (older brother of a girl I later had a disastrous date with, but that's another long-ago blog post). We were having lunch at a pizza place. The waitress was college age, personable, and seriously hot. After lunch, I asked her for her phone number. Which was an odd thing to do, since at that time I did not date outside my church. So I'm not sure why I did it, really. Okay, I do know, and it was a couple of things:
1) I had heretofore in my life been painfully shy, dorky-looking, and socially backward. Girls had no use for me, and I had no idea how to talk to them. I had not even had a real date until I was 18. Asking a girl -- especially one that was so hot she was practically on fire -- for her phone # was about as far out of my range as flapping my arms and flying to the moon. So partly I asked Little Blonde Hottie Hood for her number just to prove I could.
2) I was showing off for my buddy. Because we'd both been pretty impressed from the moment she appeared at our table. So it was kind of a male competitiveness thing, like saying, "You may have liked her, but *I* got her number."
Which was all fine, except that she actually gave it to me. In my haste I had neglected to consider what would be required if I actually *obtained* the number.
What happened of course, is that now I had to call her. So I did. And asked her to dinner or maybe a movie or something, I don't remember what. Which she said was fine.
But then she called later and said she was really tired after work, and did I maybe just want to come to her apartment and hang out. And when I got there I realized I was seriously out of my depth. I did not drink/party, and I had no idea how to make small talk, and I was not sexually active (not that I'd had that much opportunity, to be honest, but it was still a deliberate choice on my part).
So I sat across from her and we chatted and she had wine and I had a glass of water and figured out that I was not the right man for this particular job. Since I wasn't going to try to close the deal, I didn't really know what else to say, so I finished my water and went home.