Gossip Girl decides to liven things up at the Constance Billard and St. Jude’s graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena to come up with a plan of attack, which backfires -- hard.
The Mean Girls challenge Jenny to throw her hat in the ring to succeed Blair as Queen Bee next year. Lily and Rufus struggle to repair their relationship.

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Lily Rhodes gets kicked out of boarding school and runs away to Los Angeles, reconnecting with her parents, Rick and Cece, and sister, Carol.
Back in present day, Blair and Nate attend prom together, but the evening doesn't turn out exactly as planned and Chuck and Serena have a little something to do with that. Serena and Lily don't see eye-to-eye over Serena's recent run-in with the law. No Doubt performs in the flashbacks as an 80s band called "Snowed Out."

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Blair pressures Georgina into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate and Chuck over Blair comes to a head. Lily hatches a secret plan to help Rufus with Dan’s college tuition.

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Georgina returns to the Upper East Side after undergoing a major transformation. Chuck and Nate find themselves at a major crossroads in their relationship as it pertains to their mutual interest in Blair. Serena finds her relationship with Gabriel growing more complicated.

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Cyrus Rose (Wallace Shawn) returns.When Blair and Chuck team together to expose Serena’s new beau, Nate sees a bond between them and tries to compete with Chuck by asking Blair to move in with him, which causes rivalry between the two and starts a game of “Who Will Win The Waldorf” with unexpected results. A newly reformed Georgina Sparks (Michelle Tratchenburg) returns.

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Serena decides to throw Jenny Humphrey an intimate party for her sixteenth birthday, but things get out of control when Poppy Lifton (guest star Tamara Feldman) turns the small gathering into a huge social event.

In a moment of weakness, Vanessa agrees to help Chuck with a scheme to make Blair jealous, while Vanessa sees an opportunity to make Nate jealous at the same time... Rufus learns that Dan will not receive financial aid at Yale and tries to figure out another way to cover the cost of his education. Blair reveals some unresolved feeling between her and Nate.

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Blair explores her dark side!!! Devastated by her current situations, Blair turns to her wild side, causing Serena and Chuck to have serious concerns about their friend.
Vanessa convinces Nate that it may be time to forgive and forget when it comes to his mother's Kennedyesque family, The Vanderbilts, who abandoned Nate and his mother when they needed them most. In an effort to be completely honest with each other, Lily and Rufus agree to share lists of their past lovers.

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Chuck becomes more intrigued and frustrated as he tries to dig deeper into the mystery about his late father and what connections he had with the super-secret underground society which leads him to try to find the shadowy Elle, who warned him about investigating the secret society.
Meanwhile, Dan begins to ignore Serena while he continues his dirty tryst with Rachel Carr, who refuses an offer by Headmistress Queller to have her job back and chooses to spend her time semi-isolated in her apartment with Dan after school.
Nate catches Vanessa flirting with another guy and he turns to Blair for help on what to do about it. Elsewhere, Lily and Rufus question where their relationship is going and talk casually about merging their households, but Chuck is against the idea and does everything to stop it.

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Blair comes up with a devious plan to take down a teacher. Chuck has no recollection of what happened to him when he wakes up in a hotel.

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It’s that stressful time of year when Constance Billard and St. Jude’s students find out who is and isn’t worthy of early admission to Yale University. Watch this episode first at http://www.watchgossipgirl.net

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