Cory Kennedy ascended to internet stardom when she was photographed at a show by future-ex-boyfriend Mark "The Cobrasnake" Hunter. Unlike other cool girls on this list, who cultivated their fame on the streets of New York, hers grew from her own Myspace and social media presence. Soon, she had Nicky Hilton, among others, on speed dial and was featured in Nylon. Modeling seems to be a pre-req for the It Girl title, so Cory Kennedy did her time as the face of Urban Decay back in the aughts. She's still making headlines, hanging with Charlotte Ronson and sitting front row at NYFW shows.
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