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Lily and Rufus move up their wedding day, but someone or something will come between them. Can they overcome this and finally get married? Chuck uncovers Carter’s secret. Georgina traps Dan and Vanessa into one of her schemes. Blair suspect something not good about Bree and shares her concerns with Nate.

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It’s Jenny’s first day of school at Constance Billard which means it’s her time to take her place as the new Queen Bee. But Blair wants to take her spotlight when she is needed back at Constance. Lily returns home to find that everything is different now. Meanwhile, a famous movie actress, Olivia Burke, enrolls in NYU and as Vanessa’s new roomate who wants to have a normal college life. Tyra Banks guest stars as Ursula, a co-star in Olivia’s movie and Serena’s new friend.

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It’s a face-off between Chuck and Blair when they both want to bid on the same item at Sotheby’s. Meanwhile, Serena suspects that Carter may have return to his old habits, while Georgina takes an interest in Dan, and Vanessa suspect something is not right with Scott.

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Blair ends up with Georgina as as her roommate in the dorms at NYU. While Serena and Chuck come to blows, so she joins forces with Chuck’s enemy, Carter. Nate and Bree try to take their relationship up a gear despite the animosity between their families.

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As the summer ends, Blair and Chuck are madly in love and adjusting to their new “in a relationship” status, breaking all traditional rules of dating as would be expected. Serena returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen. Nate returns from his travels with a mysterious brunette, Bree Buckley. Rufus, Dan and Jenny spent the summer in the Hamptons, adjusting to the Van Der Woodsen’s glamorous lifestyle much faster than any of them expected.

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Gossip Girl decides to send a shocking email blast in the graduation ceremony of Constance Billard and St. Jude’s, pushing Serena to device a devious plan of attack. The Mean Girls Club challenge Jenny to succeed Blair as Queen Bee for next year. Lily and Rufus struggle with their relationship after Lily’s betrayal. As for the cliffhangers, Blair and Chuck finally … and Serena is shocked by … and Georgina decides to … and Dan, Nate and Vanessa unknowingly …

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In a flashback to the 80s, we see a 17-year-old Lily who gets kicked out of boarding school and runs away to L.A., she there sees her parents, Rick and Cece, and her sister, Carol. Back in present day, Blair and Nate go to a prom together, but the night doesn’t turn out as planned and Chuck has a something to do with it. Serena and Lily don’t see eye-to-eye over Serena’s recent run-in with the law. And we see No Doubt perform as an 80’s band named “Snowed Out”.

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Blair puts pressure on Georgina to making amends for her past bad behavior by helping her in an evil plan. The rivalry between Nate and Chuck over Blair reaches a boiling point. Lily makes a secret plan to help Rufus with Dan’s college tuition.

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Georgina returns to the Upper East Side but it’s not the same Georgina we all knew, she’s changed. Chuck and Nate relationship is at a crossroad because of their mutual interest in Blair. Serena relationship with Gabriel get’s more complicated.

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Serena returns from her trip to Spain with Poppy and Gabriel. Blair makes a secret deal with Nate’s grandfather. Dan takes a job to earn money for college.

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