When Gossip Girl sends out an e-mail during graduation, Serena must come up with a plan of attack. Meanwhile, The Mean Girls challenge Jenny to be Blair’s successor as Queen Bee, and Lily and Rufus work to repair their relationship.

In a flashback to the 1980s, then 17-year-old Lily Rhodes heads to Los Angeles to reconnect with her parents after getting kicked out of boarding school. Meanwhile in present day, Blair and Nate go to their senior prom together, but Chuck ensures the night does not go as planned.

Blair pressures Georgina into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate and Chuck over Blair comes to a head. Lily hatches a secret plan to help Rufus with Dan’s college tuition.

Georgina returns to the Upper East Side after undergoing a major transformation. Chuck and Nate find themselves at a major crossroads in their relationship as it pertains to their mutual interest in Blair. Serena finds her relationship with Gabriel growing more complicated.

Dan finds a job to help with his tuition fees for Yale. Cyrus gets ready for Seder feast at the Waldorfs’. Blair tries to enter the beau monde through Nate’s relations but it does not pan out as she wants at first. Serena is back from Spain, with strings attached or at least she thinks [...]

Serena throws Jenny a sixteenth birthday party, but things spin out of control when Poppy Lifton turns the party into the social event of the season. Vanessa agrees to help Chuck in a plan concerning Blair and Nate. Meanwhile, Rufus searches for a way to cover Dan’s tuition when he learns he will not receive [...]

Devastated by the turn her life has taken, Blair opts for a wild lifestyle instead of her perfect Waldorf life causing Chuck and Serena to become concerned. Vanessa tries to convince Nate that he needs to move on after his mother’s family, The Vanderbilts, abandoned him and his mother. Trying to be honest with each [...]

Constance Billard and the St. Jude seniors put on a production of “The Age of Innocence” only to find their lives are similar to the plot of the play. During the production, Serena begins to fall for the director, Julian, and asks Vanessa for help in getting him to notice her. Meanwhile, Blair receives news [...]