Gossip Girl is an American television teen drama based on the popular novel series of the same name written by Cecily von Ziegesar. Gossip Girl revolves around the lives of socialite young adults growing up on New York's Upper East Side who attend elite academic institutions while dealing with sex, drugs, and other teenage issues.
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Blair comes up with a devious plan to take down her new teacher, Rachel. Chuck has no recollection of what happened to him when he wakes up in a hotel. Nate and Vanessa try to help Chuck fill in the missing pieces of his night.
Jenny has a new young model friend, Agnes, who encourages Jenny to explore her wild side, and also to confront, Eleanor Waldorf, who is attempting to “borrow” Jenny’s designs. Meanwhile Serena and Dan attend Rufus art opening as friends, but then Serena meets an artist, Aaron Rose, and the evening gets a little uncomfortable. Blair attempts to seduce Chuck, but he proves to be tougher than she ever imagined.
When Blair and Serena get into a fight, Serena decides to get back at Blair by visiting Yale, Blair’s dream school, instead of Brown. Meanwhile, Dan learns that his letters of recommendation were never sent to Yale and scrambles to find a way to make sure is chances of getting into the Ivy League school have not been damaged. At Yale, Chuck is taken captive my members of the Skull and Bones society and Nate hooks up with a Yale co-ed.
Blair is furious with her mother for giving Serena and her new socialite friend, Poppy Lifton, front row seats to the Eleanor Waldorf show. Hurt by both Serena and her mother, Blair decides to sabotage the show. Meanwhile, Dan starts hanging out with Chuck, but he quickly learns that the dark side has its risks. Lily learns a secret that her new husband, Bart has been keeping from her.
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Derek and Sarah must outwit Cromartie after he kidnaps Charley’s wife, and they must weigh the consequences in rescuing her. Meanwhile, John finds himself unable to choose between Cameron and Riley.
Blair and her ‘Posse’ interview different girls to decide whether or not they would be inducted into their ‘clique’. Dan bumps into new student Amanda and they form an instant bond however, Blair and her ‘posse’ attempt to sabotage Dan and Amanda’s friendship by inducting her as the new girl in their ‘clique’ meanwhile, Serena meets a new lust interest and Vanessa meets with the Duchess.