Gossip Girl, a ruthless and mysterious blogger reveals secrets about the lives of privileged upper-class adolescents living in Manhattan's Upper East Side.
It’s Valentine’s Day and Blair can’t resist playing cupid for someone she loves. Georgina is intent on stirring up more drama and decides to crash Nate’s Valentine’s Day party. Serena is shocked by something she witnesses at the party.
Chuck invites Jack to town as a thank you, but the trip doesn’t go exactly as planned. Blair and Dan's burgeoning romance hits a speed bump. Ivy finds an unlikely ally in William.
Serena throws Jenny a sixteenth birthday party, but things spin out of control. Vanessa agrees to help Chuck. Rufus searches for a way to cover Dan's college tuition.
Chuck’s investigation leads him to an event where he hopes to find the one person who can tell him the truth about Bart. Serena and Steven decide to reveal their romantic histories. Nate must make a difficult decision in order to keep The Spectator in business.
Blair must rely on help from an unlikely source. Serena discovers that befriending Sage is trickier than she thought. Nate publishes Dan’s first article. Chuck begins to uncover what Bart is hiding.
Serena hosts a gala to prove herself in adult society. A rival may impact the release of Blair's fashion line. Dan must weigh personal integrity versus getting published. Chuck presses Amira to help him investigate his father's past.
Blair tries break up her mother and her new man. Jenny moves in with Agnes. Serena learns something that may derail her relationship with Aaron and Dan interviews Bart Bass for an article.
Blair thinks Cyrus may have found a potential loophole in her prenup. Chuck and Georgina partner up in a scheme. A family crisis brings William van der Woodsen back to NYC.
Chuck makes one last-ditch effort to save his family’s company. Blair is given a challenging assignment at W Magazine with the promise of a possible promotion. Serena struggles with her feelings for Ben.
Georgina returns to the Upper East Side. Chuck and Nate's relationship is at a crossroads. Serena's relationship with Gabriel gets more complicated.
Serena slips up at her new job in Hollywood. Chuck and Nate arrive in Los Angeles and meet up with Serena for a glamorous party. Plans for their wedding come between Louis and Blair. Dan has a problem when a magazine plans to print an excerpt of his book.
Chuck and Blair make a promise to each other. Dan enlists Georgina to write a tell-all book. Nate decides to have The Spectator go after Gossip Girl. The gang is stunned at what their search for Serena turns up.
To celebrate their official couple-hood, Blair and Dan host a glamorous British-themed Salon. Lola lands the audition of a lifetime. Serena and Diana face-off over secrets they both would prefer remain secrets.
As Lily awaits the consequences of her decision, William van der Woodsen, CeCe and Lily’s sister, Carol, come into town to support her. Blair comes to a realization about her future.
Chuck offers to throw a wedding for a very pregnant Dorota. Serena lies to Nate about who she has plans with. Rufus discovers that Lily has been lying to him about her whereabouts.
The Constance Billard and St. Jude seniors put on a production of "The Age of Innocence." Chuck finds help in an unlikely friend.
The group attends a provocative theatrical performance and it leads to surprising romantic twists. Diana sets her sights on Serena in her quest to destroy Gossip Girl. Dan's book tour isn't exactly what it seems to his friends.
An anonymous Gossip Girl post starts a rumor about Serena. Blair decides to take a class with a powerful businesswoman, Martha, but a fellow student thwarts her plans to secure the prized position as Martha's assistant.
Despite being grounded, Jenny continues to see Damien. Lily tells Rufus the big secret she has been keeping from him even. Chuck is forced to make an extremely difficult decision about his hotel.
Rufus and Lily grow suspect of Jenny’s relationship with Damien. Chuck learns more about the woman who may or may not be his mother. Dan and Vanessa struggle through the awkwardness of dating other people.
Eleanor gives Blair an ultimatum. Serena becomes worried about Steven’s attitude toward her. Chuck finds an unlikely ally as he tries to expose his father’s secret. Dan publishes another article.
Devastated by the turn her life has taken, Blair opts for a wild lifestyle instead of her perfect Waldorf life. Vanessa tries to convince Nate that he needs to move on after his mother's family abandoned them.
Serena tries to make a reluctant Lola the next “It Girl” of the Upper East Side. Chuck reaches out to Blair for advice about his past. Diana Payne’s return to The Spectator starts a power struggle with Nate.
Chuck and Blair decide it’s in both their best interests to put the past behind them. Nate confronts Juliet after discovering a secret she's been keeping. Dan and Nate realize they both still have feelings for Serena.
Nate and Serena decide to explore the boundaries of their friendship. Chuck is having problems forgetting about the woman he saw at his father’s grave. Jenny agrees to help Damien.