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Privileged (2008) Season One episode 9 (1×09) All About Insecurities

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Sage and Rose’s publicist gets them gigs at the opening of a hot nightclub, where Rose sings and Sage plays the guitar. Megan’s friend from college, Caryn, comes to visit and suggests that she writes an expose on life in Palm Beach, an idea which Megan rejects. Will invites Megan and Caryn to a tennis match he has been hired to photograph, but Megan accidentally tells his boss about Will’s family’s wealth, something he had been keeping hidden at work.

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