This story first appeared in the May 16 issue of The Hollywood Reporter magazine.
1. Black tie
2. Dress shoe
Patent-leather and grosgrain lace-up shoe by Christian Louboutin; $945, at Christian Louboutin men's boutique, West Hollywood
Slim-fit wool and mohair blend (it's wrinkle-free) in dark navy with black grosgrain lapels by Paul Smith London; $1,760, Mr. Porter.
4. Elegant timepiece
18-karat rose gold L.U.C 1963 watch -- 60-hour power reserve and water-resistant -- by Chopard; $37,580.