She was first seen in
The Sisterhood of the Traveling Pants in 2005 alongside future breakout stars America Ferrera (of
Ugly Betty) and Amber Tamblyn (
The Unusuals). After landing the coveted role of Serena van der Woodsen in
Gossip Girl, however, this blonde can’t walk on the Upper East Side—or anywhere else, for that matter—without her every wardrobe choice coming under scrutiny.