“A man in a gold watch adjusting the cuffs of his white shirt” by Jonathan Francisca on Unsplash

Meet Phyllis.

From that time I was kind of a pimp.

I was 28 or so, and the dot com bubble (round one) had begun to burst. I’d been freelancing for a few years at that point, and also venturing into some wild scenes, but life was about to take a step up in the weird realms.

My upstairs neighbor had a sister — she was sexy and smart, in the beginning years of law school, and she called me one day to see…