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 a married, older woman (guest star Madchen Amick). Blair returns from abroad with a hot guy on her arm (guest star Patrick Heusinger), making a very jealous Chuck (Ed Westwick) question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author (guest star Jay McInerney). While interning for Eleanor Waldorf’s company, Jenny sneaks an invite to a much-coveted Hamptons’ White Party at which Eric introduces her to socialite Tinsley Mortimer.