Serena van der Woodsen and Blair Waldorf, Gossip Girl
Three years after Carrie Bradshaw left TV, Serena van der Woodsen and Blair Waldorf arrived to stake their claim on the Upper East Side. As privileged New Yorkers, the duo spent nearly as much time shopping as they did scheming. While Serena favored bright prints and bohemian volume, Blair played the role of perfectly-coiffed prep school beauty queen with pleated skirts, ballet flats and her signature embellished headbands.