Faith Heyliger's been in Manhattan private schools her entire life and is just disaffected enough to prove it. And while the Gossip Girl set has influenced her style, her family's modeling pedigree has had a bigger impact. "My mom and my aunt, they used to model when they were younger, so they have a sort of very defined sense of style back in the day, seventies, the eighties, whatever. So I have a lot of their clothes as well." But wait! She's also got a little bit of Marilyn Monroe thrown in for good measure. Find out how by watching the video.