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Meanwhile, Jane is determined to acquire the film rights to Dan's book, so Serena must put her personal feelings about Dan and the book aside in order to close the deal and make it happen. It's just a question of the complications that come with it. Serena and Colin try to resist their desires for each other. Vanessa then becomes collateral damage in Juliet's vendetta against Serena when she frames her for causing trouble in Serena's academic career. Title comes from the film Less Than Zero.
Also, a new relationship comes to light that will shock everyone. Meanwhile, Chuck may have finally met his match with Russell Thorpe, and his daughter Raina, when they announce that they are planning to take over Bass Industries. Meanwhile, Ivy finds an unlikely ally in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper. Diana prepares to debut the New York Spectator, but an unfortunate last-minute surprise delays the launch and Diana expects Nate to do whatever it takes to save the day.
From the film, Belle de jour. From the film, Girl, Interrupted. From the film, Memoirs of an Invisible Man. Also, Dan gets help from Louis in a desperate attempt to prevent an exposing chapter from being published in a magazine and Blair is hiding a major secret from everyone. Finally, Blair must make a choice between the two men in her life.
Meanwhile, Dan is offered a prestigious fellowship in Rome for the summer but is worried about what it means for his relationship with Blair. From the film, The Underneath. Plus, Dan and Blair's relationship reaches a turning point that changes everything.
Meanwhile, Serena asks her cousin Charlie to come back to New York with her. Meanwhile, Damien stirs up more drama when he begins playing Eric and Serena against each other in an attempt to get back at Ben. Jenny returns to town and joins forces with Juliet and Vanessa to take down Serena. From the film, The End of the Affair. Vanessa joins Juliet's scheme to try to bring down Serena when damaging information about Serena falls into her lap.
Meanwhile, Nate becomes the editor chief of the Spectator and suspects that a story that Maureen is cheating on his cousin Tripp is actually a lie. From the film, The Fugitive.
From the film, Shaun of the Dead. From the film, Father of the Bride. Meanwhile, Serena learns that Colin is actually her college professor, which puts their relationship in grave danger. Meanwhile, Serena is forced to choose between her family and a potential romance with Ben.
Serena takes the blame for an incident with Gossip Girl in order to protect someone she loves. Max blackmails Ivy and Louis makes a decision that threatens his relationship with Blair. Meanwhile, Nate discovers information about the accident that suggests possible foul play.
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Meanwhile, Blair and Louis return to New York from Monaco after spending the summer planning their wedding. Meanwhile, Lily throws a family gathering in an attempt to prove the van der Woodsen family is as united as ever. Don't lie, Dan and Blair fans. It isn't out of the realm of possibility to be pregnant.
Lily is worried by Charlie's long absence and decides to hire a private detective to track her down but the results might point to something else entirely. Also, Chuck finds himself torn between business and pleasure with Raina. Dan finds himself torn between his feelings for Serena and Vanessa.
Serena's boss puts her in the awkward position of choosing between her new job and her relationship with Dan. The identity of Gossip Girl is also revealed.
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