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The story also follows scholarship student and aspiring writer Dan Humphrey (Penn Badgley), who lives in Brooklyn and is a self-described "outsider", Nate Archibald (Chace Crawford), the so-called "golden boy", who was Blair's childhood sweetheart and first love, and Chuck Bass (Ed Westwick), the womanizing, "bad boy" heir who is part of "Manhattan's elite" and "the king of their chess game." Other characters of the turbulent Manhattan scene include Dan's childhood best friend Vanessa Abrams (Jessica Szohr); Jenny Humphrey (Taylor Momsen), Dan's rebellous adolescent sister who the 'Queen B' dubs as 'Little J'; Lily van der Woodsen (Kelly Rutherford), Serena's mother and heiress, and Rufus Humphrey (Matthew Settle), former 90's band 'Lincoln Hawk' frontman and Lily's former lover.