Shala Monroque

Andrew H. Walker/Getty Images for Whitney Museum | Francois Durand/Getty Images

Uptown: Whitney Art Party: "The Groundbreakers"
Look: Pop Magazine's editor-at-large looks perfectly polished in a sleek bob, top lined lids and glossy lips.

Downtown: Giambatista Valli Haute Couture Fall/Winter 2011-2012 Show
Look: Monroque puts her own spin on rockabilly beauty with blunt bangs, wing-tip liner and brick-red lipstick.