Olivia says something she regrets during an appearance on a talk show with host Jimmy Fallon and tries to keep Dan from finding out.
Serena helps Chuck open his club, but Blair feels left out. Dan is unnerved watching one of Olivia's sex scenes with a former co-star.
Dan invites Olivia to meet Rufus and Lily, which leads to all sorts of problems for the new couple. Serena and Nate team up to help Carter Baizen.
Will Lily and Rufus go through with their planned nuptials? Plus, Dan and Vanessa are pulled into one of Georgina's schemes. Sonic Youth performs.
It's Jenny's first day as Queen Bee. Plus, a famous actress, Olivia Burke, is assigned as Vanessa's roommate.
It's Blair versus Chuck as they both set their sights on a particular item up for bid at Sotheby's. Plus, Georgina takes an interest in Dan.
Blair begins NYU, determined to keep her Queen Bee status, but Georgina has other ideas. Serena recruits Carter to get even with Chuck.
Blair and Chuck adjust to their new status as a couple. Serena returns from Europe with many secrets and a complicated relationship with Carter.
Serena (Blake Lively) returns from a summer in Europe with a lot on her plate. Who will she turn to for solace? Jenny (Taylor Momsen) is reigning Queen Bee at school, but will others respect her if she refuses to use her influence for bad? Chuck (Ed Westwick) and Blair (Leighton Meester) had a summer of fun, but will their new relationship survive the fall, especially as Blair prepares for New York University, as do Dan (Penn Badgley) and Vanessa (Jessica Szohr)? And how will Nate (Chace Crawford) fit into things with his new girlfriend, Bree (recurring guest star JoAnna Garcia), on his arm?
In a season finale rife with cliffhangers, Gossip Girl livens things up at graduation by sending out a shocking email blast during the ceremony.
To prove her independence, Serena refuses to leave jail with her mother or her grandmother. Rufus is furious with Lily for having Serena arrested.
Blair pressures Georgina to help her in a scheme. Nate and Chuck's rivalry over Blair comes to a head. Lily hatches a secret plan to help Rufus.
Georgina returns. Chuck and Nate are at a crossroads in their friendship -- a result of their mutual interest in Blair.
Serena returns from her trip to Spain with Poppy and Gabriel. Blair makes a secret deal with Nate's grandfather. Dan gets a job.
Serena throws Jenny a party for her 16th birthday, but things get out of control when Poppy Lifton turns the small gathering into a huge social event.
Devastated by the recent plot twist in her life, Blair turns her back on her predictable existence in favor of a wilder lifestyle.