On the surface, Rebecca Schiffman appears to be a typical privileged New York City kid: She went to private schools (Spence and Dalton), Cooper Union for art school—and at 26, lives with her parents on the Upper East Side.

She’s also a darkly attractive downtown hipster chick who stays out late at the Beatrice Inn, Black and White, Norwood House and Lit. Where she goes is usually determined by whether a friend of hers is DJ-ing, and if they are, she’ll be in the DJ booth drinking free bourbon and Ginger Ale.

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