Charlotte Kemp Muhl

OWEN HOFFMANN/PatrickMcMullan.com | Stephen Lovekin/Getty Images for IMG

Uptown: White Nights Annual Benefit
Look: The model-turned-singer channels the romanticism of the '20s with a delicate lace headband, dewy skin and rosy pucker.

Downtown: Odd Molly Spring 2011 Fashion Show
Look: Kemp Muhl plays up her natural beauty in long, messy waves, cat-eye liner, and nude lips.