Blair has to decide between meeting Chuck at the Empire State Building or risking their future together. A gossip about Dan causes problems for Serena and Nate. Meanwhile, Georgina Sparks (Michelle Trachtenberg) returns to the Upper East Side with and agenda.
When things get tense between Rufus and Will, Serena chooses to stand behind her father, while at the Rufus is made to feel like an outsider in his own family. Meanwhile, Jenny deliberately shares information with Will that may ultimately destroy Lily and Rufus’ marriage. After many failed attempts, Chuck makes one last grand gesture [...]
Will’s return to the Upper East Side continues to stir up problems for Serena, Lily and his long-standing rival, Rufus . Serena and Jenny’s relationship is strained as a result of Jenny’s deception. Blair spends time on the Columbia campus and realizes where she truly belongs. Dan learns that Vanessa has been keeping yet another [...]
Serena’s father (William Baldwin) visits Manhattan unexpectedly; Nate and Serena continue to have relationship issues; Dan gets upsetting news.
Chuck offers to throw a wedding for a very pregnant Dorota who insists that she and Vanya have a traditional wedding before her parents arrive from Poland and find their daughter pregnant and without a husband. Dorota asks Blair and Chuck to be part of the ceremony and walk her down the aisle. Serena tells [...]
Blair and Chuck face a difficult decision that tests their relationship; Jenny tries to sabotage Serena’s efforts to plan a surprise party for Nate.
Chuck finds himself once again at odds with his uncle, Jack Bass. Eleanor puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to have her help with EleanorĀfs fashion show, but the opportunity takes a [...]
Despite being grounded, Jenny continues to see Damien who tells Jenny that he wants to have sex with her. Lily tells Rufus the big secret she has been keeping from him even though she knows it’s a huge risk. Dan and Vanessaexplore a new stage of their friendship. Chuck is forced to make an extremely [...]