Alas, Danna, I had trouble even talking to *my* people (geek girls). I sat behind a girl in English class for a whole semester, and she would talk to me and listen to me and act like I was a real person or something. And I STILL didn’t have the nerve to ask her on a date. Even next semester, when we ended up in the same English class again, it still took me two months to work up the nerve to ask her out. (Which went very, very badly, although it took me years to figure out why.) And I would have pegged her as “cute” rather “attractive”; I can’t imagine I’d have even nervy enough to sit behind her if I had thought she was one of the real pretty ones. (And I was always invisible to the pretty ones anyway.)
But yes, I can see where a normal guy would have been shy about approaching a girl “out of his league.” And how a shy pretty girl would end up alone and “stuck up” (at a glance, anyway). It seems so obvious when we get older, but it’s somehow impossible to figure out when we’re young. <sigh>
Would a virtual hug from a high school nerd to a high school lonely girl, a few decades late, be of any help?