A young woman becomes a live-in tutor for rebellious twin teens in Palm Beach, Fla., and adjusts to life among the rich and powerful.

Season 1, Episode 9 All About Insecurities

First Aired: November 11, 2008

Megan's college friend Caryn (Sarah Drew) visits and shares news of her promotion at The New Yorker, which makes Megan reflect on her faltering career as a writer. Meanwhile, Sage and Rose's publicist scores the girls a performing gig at a Miami nightclub's opening, where they meet Perez Hilton; and Will invites Megan and Caryn to a tennis match he's photographing, where Megan makes a blunder that strains her relationship with him.

Guest Cast