I hadn't seen Kyle in a few years. He was an old boyfriend from college; after graduation, he went to the University of Florida for law school and I had moved to Miami and settled into the grind of work. He had just broken up with a girlfriend of three years, and he was so excited when I told him I was coming to visit. So I knew I had to figure out a way to cheer him up.

We arranged to meet at Kazbor's Grill for cocktails and dinner. Standing alone naked in my hotel room, I looked into the mirror and wondered if I would have the nerve to go through with wearing what I planned to wear.