Privileged (2008) - 1x09 - All About Insecurities

Upset that Laurel (Anne Archer) is still giving her the cold shoulder, Megan (JoAnna Garcia) is nonetheless excited that her college pal Caryn (guest star Sarah Drew) is coming to visit her in Palm Beach. When Caryn reveals that she's just been promoted from assistant to junior editor at The New Yorker magazine, Megan can't help but feel bad about her own stalled writing career. Trying to be helpful, Caryn suggests Megan write an expose about the lives of the people she's met in Palm Beach, but Megan rejects the idea. When Sage and Rose's publicist (guest star Kathy Najimy) learns that Rose and Sage have musical talent, she books them a gig performing at the opening of a hot new Miami nightclub, where the girls are thrilled to have a red carpet encounter with Perez Hilton (guest starring as himself). Finally, Will (Brian Hallisay) invites Megan and Caryn to a tennis match he has been hired to photograph, but Megan accidentally tells his boss (guest star Robert Mailhouse) that Will is independently wealthy, causing a rift in their friendship.

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