Lizzy Caplan
Caplan first hit the silver screen in Mean Girls, but the L.A.-native (and Bachelorette star) has recently been gaining street cred as a fashion plate in stunning looks like this waist-cinching Lisa Ho garden-party frock. The messy cropped coif and singular strappy sandals take this ensemble from girly to unconventional, and we're counting down until we spot the 30-year-old on the rouge rug again in 2013's comedy Party Down with Megan Mullally and Adam Scott.

Photo: Vittorio Zunino Celotto/Getty Images