Blair attempts to seduce Chuck, but it proves tougher than she ever imagined. Serena meets an artist, Aaron Rose ( John Patrick Amedori), and realizes they have an instant chemistry.
Jenny befriends a young model, Agnes ( Willa Holland), who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf, who is attempting to "borrow" Jenny's designs. Title reference: The 2007 film Dan in Real Life. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends.
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 is not ready to play by their rules. Eric introduces his new boyfriend Jonathan to Serena and Blair. Vanessa uses the scandalous picture of Catherine and Marcus to blackmail Blair into being a nicer person, so Blair seeks revenge by enticing Chuck to seduce Vanessa. Title reference: The 1978 film Heaven Can Wait. While on the Yale campus, Chuck is kidnapped by members of a secret society, and Nate hooks up with a co-ed. After discovering that none of his recommendation letters for Yale were ever submitted, Dan frantically tries to figure out a way to salvage his chances of getting into the school. Title reference: The 1926 novel The Sun Also Rises.Īfter Blair and Serena get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale University, by ditching her plans to visit Brown University, and instead accepting the Dean of Yale's personal invitation to visit the school. Lily learns a secret that her new husband Bart has been keeping from her.Ībsent: Chace Crawford as Nate Archibald. Meanwhile, Dan starts hanging out with Chuck, but a walk on the dark side always has its risks and Dan learns that the hard way. Hurt once again by Serena's popularity and her mother's betrayal, Blair decides to sabotage the show. In the midst of Fashion Week, a furious Blair learns that her mother, Eleanor, at the suggestion of her protégée Jenny, has given Serena and her new socialite friend, Poppy Lifton ( Tamara Feldman), front row seats to the Eleanor Waldorf show.
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Title reference: The TV series The X-Files. Meanwhile, Lily finds herself drawn back to her ex, Rufus, once again. Vanessa discovers a scandalous secret about Catherine and enlists Blair's scheming expertise to use the information to help Nate. School is back in session for the Upper East Siders, and Blair and her minions decide to befriend the new girl Amanda ( Laura-Leigh) in order to sabotage her for coming in between Serena and Dan. Title reference: The 2008 film The Dark Knight. Whilst being stuck in a elevator due to the blackout, Dan and Serena talk about their relationship and come to the conclusion that they are totally two different people and that it will not work out for the two. Jenny risks losing her internship when Eleanor catches Jenny critiquing one of the Eleanor Waldorf designs.
Meanwhile, Nate struggles between his feelings for Vanessa and his more-complicated-by-the-day relationship with Catherine. In a humorous twist, Blair questions the lack of passion in her relationship with Marcus, while at the same time Chuck appears to have lost his "passion" for any woman other than Blair. Title reference: The 1999 film Never Been Kissed. Meanwhile, Nate learns the downside to having an affair with a hot older woman, Catherine, who also happens to be married. Serena and Dan agree to keep their recent hook-ups a secret from their friends and family until they figure out what all this means for their relationship. Title reference: The 1987 film Some Kind of Wonderful.īlair is delighted that she is dating royalty and has every intention of becoming a royal herself, but a scheming Chuck has other plans for Blair and her new love, Marcus. While interning for Eleanor Waldorf's company, Jenny sneaks a coveted invite to the Hamptons' white Party at which Eric introduces her to socialite Tinsley Mortimer. Dan has spent the summer assisting a famous author (Jay McInerney), and clearly still has one certain girl on his mind, which results in him going after her. Blair returns from abroad with a hot guy on her arm, Marcus ( Patrick Heusinger), making a very jealous Chuck question his decision to leave Blair stranded at the heliport. See also: List of Gossip Girl episodes No.Īs 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. Linda Emond and Jan Maxwell as Headmistress Queller.Michelle Trachtenberg as Georgina Sparks.Zuzanna Szadkowski as Dorota Kishlovsky.Kristen Bell as Gossip Girl (uncredited).