Gender Benders

Comme des Garçons black wool jacket with attached jacquard dress ($3,430) at Ikram. Marlowe classic white cotton slim tuxedo shirt with French cuffs ($365) at Marlowe. Wolford opaque black satin tights ($42) at Bloomingdale's, 900 North Michigan Avenue. Tod's black patent leather booties with suede trim ($445) at Tod's.

Beauty note: Clinique High Definition Lashes Mascara in Black, Brush-On Cream Eyeliner in Deep Brown, Colour Surge Eye Shadow Duo in Spruced Up, Defining Lips Long Last Lipstick in Pink Sand, and Blushing Blush in Patchwork Pink, all at Carson Pirie Scott State Street.