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As the summer draws to a close in the Hamptons, Serena and Nate have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with an older woman.Blair returns from abroad with a hot guy on her arm (guest star Patrick Heusinger), making a very jealous Chuck question his decision to leave Blair stranded at the heliport.The series revolves around the lives of privileged teenagers Serena van der Woodsen, Blair Waldorf, Dan Humphrey, Nate Archibald, Jenny Humphrey, and Chuck Bass attending an elite private school on Manhattan's Upper East Side in New York City.It also features Serena's mother; Lily van der Woodsen and Jenny and Dan's father; Rufus Humphrey along with Dan's childhood friend Vanessa Abrams, who recently moved back from Vermont.Note: Chace Crawford who plays Nate Archibald was absent for this episode but still credited.After Blair and Serena get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale, by ditching her plans to visit Brown, and instead accepting the Dean of Yale's personal invitation to visit the school.Blair attempts to seduce Chuck, but it proves tougher than she ever imagined.Serena invites Aaron to be her guest at a charity gala honoring Lily and Bart, but after discovering a secret that Aaron has been keeping from her she begins to question whether Aaron is the guy she thought he was.

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Eric introduces his new boyfriend Jonathan to Serena and Blair.

Lily and Bart throw an extravagant housewarming party and expect their children to make them proud in front of the attending press, but a rebellious Serena isn't ready to play by their rules.