With Chuck MIA since his father's funeral, Uncle Jack arrives on the Upper East Side to help Chuck pick up the messy pieces, but first he has to find him. Trying her best to forget her last painful exchange with Chuck, Blair focuses her attention on being accepted into the most prestigious ladies club in the city, Colony Club. Jenny returns to Constance Billard and immediately takes on Penelope and her posse of mean girls. Noticing that his father has been acting strangely as of late, Dan does some investigating and uncovers Rufus and Lilly’s secret, putting him in the awkward situation of deciding what to do with this shocking revelation and who to share it with. Rufus and Lilly's love child is revealed to be a boy. Serena broke up with Aaron 3 hours after she left New York to go to Buenos Aires. Dan & Serena get back together.

Peyton discovers she's pregnant. Brooke goes searching for Sam, who has been kidnapped from the guy who attacked Brooke and killed Quentin. Nathan continues his basketball quest. Mia struggles to get back into the music industry. Haley's elated to learn Peyton's pregnant. Brooke is attacked by Jack Daniel's brother after she finds out that he was her attacker. The police learn who Quentin's murderer is. Jamie and Andre take a trip to see Quentin at the cemetery. Lucas meets his director, who turns out to be Julian's father.