Discord erupts in Louis’ family in the midst of a Yom Kippur celebration. Meanwhile, Serena’s friendship with Dan may become a casualty of her new job; and Diana wants Nate to be her hero when problems arise with the launch of her new publication.
Dan comes clean about his book to his friends and family. Meanwhile, problems arise for Blair after Louis reads Dan’s book; and Diana uncovers some damaging info about one of Nate’s pals and finds a way to benefit from it.
Nate must decide whether to cross moral lines at Diana’s request. Dan has figured out who is publishing his book, and seeks help to stop it, but he ends up in the spotlight anyway. Chuck helps Dan come to terms with his fate, just as Dan continues to try to help Chuck break through his [...]
Nate gets a surprising offer from Diana. Meanwhile, Blair receives a visit from her future sister-in-law; Dan’s quest to stop his book from being published has him seeking assistance from Chuck; and Serena compels Charlie to make a big decision.
Serena makes a grave error at her new job in Hollywood. Chuck and Nate then meet up with her in L.A., where Nate is captivated by an older woman (Elizabeth Hurley). Elsewhere, Blair is not pleased when Louis sides with his family over her; and Dan receives help from an unexpected source.
Complications arise when Charlie is invited to the Constance Billard alumni fundraiser; Blair is torn between the men in her life; Jack Bass’ actions threaten to destroy Chuck.
Blair gets a shot at happiness—until Serena threatens to shoot it down by bringing up the past. Meanwhile, a questionable friendship develops between Charlie and Vanessa; and as Nate’s romance with Raina grows, he struggles to keep a secret for Chuck