"In the 8th grade I asked Sherri to dance. She chose another. It still pains."
Really? Sherri in 8th grade? For someone as good as you are at letting go of a bad trade I'm surprised you still hold on to this little social embarrassment. Sounds like another avenue to explore with the head shrinker, good old Doc what's his name. My understanding is that people don't remember pain, else no woman would have a second child. So maybe it's not as painful a memory as you are letting on, maybe it's a memory you savor. A streak of masochism?
Myself, having observed your discomfort with Sherri, avoided the psychic pain at the age, opting for lonely isolation until the playing field became more nearly level, which it inevitably did. And Sherri was stuck up anyway, not yet having come to the realization that 1/2 the people on the planet shared her fair sex.