Welcome to Manhattan's Upper East Side, where gossip rules, and affluent prep-school students find themselves with the money, access and appetite to explore all the temptations New York City has to offer. Based on the best-selling series of young-adult novels by Cecily von Ziegesar, this drama is told through the eyes of an all-knowing blogger who is determined to uncover and fuel every scandal possible - including the intense rivalry between two girls, Serena and Blair - via her constant, avidly read text messages.
When Serena unexpectedly returns home from boarding school, she stirs up an old love triangle, finds new romance and creates some powerful enemies.
01 - Summer, Kind of Wonderful
Welcome to Manhattan's Upper East Side, where gossip rules and affluent prep-school students find themselves with the money, access and appetite to explore all the temptations New York City has to offer. Based on the best-selling series of young-adult novels by Cecily von Ziegesar, this drama is told through the eyes of an all-knowing blogger - Gossip Girl - who is determined to uncover and fuel every scandal possible via constant, avidly read text messages, including the intense friendship and rivalry of two girls, Serena van der Woodsen (series star BLAKE LIVELY) and Blair Waldorf (series star LEIGHTON MEESTER).
02 - Never Been Marcused
Blair is over the moon to be dating royalty and has every intention of becoming a royal herself, but a scheming Chuck has other plans for Blair and her new love, Marcus (recurring guest star PATRICK HEUSINGER). Serena and Dan agree to keep their recent hookups a secret from their friends and family until they figure out what it means for their relationship. Meanwhile, Nate learns the downside to having an affair with a hot older woman, Catherine (recurring guest star MADCHEN AMICK), who is married.
03 - The Dark Night
Serena and Dan are forced to deal with their unspoken problems while trapped in an elevator during a citywide blackout. In a humorous twist, Blair questions the lack of passion in her relationship with Marcus (recurring guest star PATRICK HEUSINGER), while, at the same time, Chuck appears to have lost his "passion" for any woman other than Blair. Meanwhile, Nate struggles between his feelings for Vanessa and his more-complicated-by-the-day relationship with Catherine (recurring guest star MADCHEN AMICK). Plus, Jenny risks losing her internship when Eleanor (recurring guest star MARGARET COLIN) catches Jenny critiquing one of the Eleanor Waldorf designs.
04 - The Ex-Files
When Serena notices that Dan has been cozying up to the new girl in school, Amanda (guest star LAURA-LEIGH), the ever-loyal Blair and her minions decide to befriend Amanda and sabotage her budding new romance with "lonely boy." Plus, Vanessa discovers a scandalous secret about Catherine (recurring guest star MADCHEN AMICK) and enlists Blair's scheming expertise to use the information to help Nate. Meanwhile, Lily finds herself drawn back to her ex, Rufus, once again.
05 - The Serena Also Rises
A furious Blair learns in the midst of Fashion Week that her mother, Eleanor (recurring guest star MARGARET COLIN), at the suggestion of her protégé Jenny, has given Serena and her new socialite friend, Poppy Lifton (guest star TAMARA FELDMAN - "Dirty Sexy Money," "Supernatural"), front row seats to the Eleanor Waldorf show. Hurt once again by Serena's popularity and her mother's betrayal, Blair decides to sabotage the show. Meanwhile, Dan starts hanging out with Chuck, and learns the hard way that a walk on the dark side always has its risks. Plus, Lily learns a secret that her new husband, Bart (recurring guest start ROBERT JOHN BURKE), has been keeping from her.
Designer MICHAEL KORS and socialites TINSLEY MORTIMER and CRISTINA CUOMO make cameo appearances at Eleanor Waldorf's show.
06 - New Haven Can Wait
After Blair and Serena get into a fight, Serena decides to get even with Blair - who has always dreamed of attending Yale University - and ditches her plans to visit Brown University, accepting instead a personal invitation to visit Yale from the dean. Meanwhile, Dan discovers that none of his recommendation letters for Yale were ever submitted, and frantically tries to figure out a way to salvage his chances of getting into the school. While on the Yale campus, Chuck is kidnapped by several members of the elite secret society based at the school, Skull and Bones, and Nate hooks up with a co-ed.
07 - Chuck in Real Life
Vanessa uses the scandalous picture of Catherine and Marcus to blackmail Blair into being a nicer person, so Blair seeks revenge by enticing Chuck to seduce Vanessa. Lily and Bart (recurring guest star ROBERT JOHN BURKE) throw an extravagant housewarming party and expect their children to make them proud in front of the attending press, but a rebellious Serena isn't ready to play by their rules. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends.
08 - Pret-A-Poor J
Jenny befriends a young model, Agnes (guest star WILLA HOLLAND - "The O.C."), who encourages Jenny to explore her wild side, and to confront her boss, Eleanor Waldorf (recurring guest star MARGARET COLIN), who is attempting to "borrow" Jenny's designs. Serena and Dan agree to attend an art opening at Rufus' gallery as friends, but the outing gets a little uncomfortable after Serena meets an artist, Aaron Rose (recurring guest star JOHN PATRICK AMEDORI - "Vanished," "The Cleaner"), and realizes they have an instant chemistry. Meanwhile, Blair attempts to seduce Chuck, but it proves tougher than she ever imagined.
09 - There Might Be Blood
Serena invites Aaron (recurring guest star JOHN PATRICK AMEDORI) to be her guest at a charity gala honoring Lily and Bart (recurring guest star ROBERT JOHN BURKE), but after discovering a secret that Aaron has been keeping from her she begins to question whether Aaron is the guy she thought he was. Hoping it will help her chances of getting into Yale, Blair naively agrees to babysit the 15-year-old daughter of a prominent Yale donor, but the teenager proves to be more than a handful and Blair begins to suspect that the evening may actually wind up hurting her chances of getting into the college of her dreams. Meanwhile, Jenny and Agnes (recurring guest star WILLA HOLLAND) plan a guerilla fashion show that will either launch Jenny's line or ruin her chances of ever being accepted by the industry.
10 - Bonfire of the Vanity
Blair does not approve of the new man in her mother's (recurring guest star MARGARET COLIN) life, Cyrus Rose (recurring guest star WALLACE SHAWN - "The Princess Bride," "Kit Kittredge: An American Girl," "Crossing Jordan," "Star Trek: Deep Space Nine," TV's "Clueless"), so she makes it her mission to break up the lovebirds by any means necessary. Jenny moves in with Agnes (recurring guest star WILLA HOLLAND) as the friends move forward with their plans for a fashion line. Serena continues to fall for the new guy in her life, Aaron (recurring guest star JOHN PATRICK AMEDORI), but she learns something about him that threatens to end things just as they are getting really good. Dan decides to win the trust of Bart Bass (recurring guest star ROBERT JOHN BURKE) in order to learn more about the man and possibly write an exposé on him for Vanity Fair, but things get heated after Chuck finds out the real reason Dan is spending so much time around his family. Plus, singer CYNDI LAUPER makes a cameo appearance.
11 - The Magnificent Archibalds
Thanksgiving in the Waldorf household finds Blair upset that her mom's (recurring guest star MARGARET COLIN) new boyfriend, Cyrus (recurring guest star WALLACE SHAWN), has decided to ruin all her favorite traditions, but that's nothing compared to what will happen next. Lily finds herself trying to broker a peace treaty between Rufus and Jenny who is prepared to cut off all communication with her father if she doesn't get her way. Serena isn't quite ready to come clean with Aaron (recurring guest star JOHN PATRICK AMEDORI) about her complicated past, but Dan ends up accidentally revealing a few tidbits of his own. Blair and Chuck come to their friend's aid when Nate is once again forced to confront his father's (recurring guest star SAM ROBARDS) abandonment. Finally, Eric discovers a secret that Bart (recurring guest star ROBERT JOHN BURKE) has been keeping from Lily.
12 - It's a Wonderful Life
For the annual Snowflake Ball, Blair and Chuck make a bet that they can find the ideal dates for each other. Aaron's (recurring guest star JOHN PATRICK AMEDORI) ex-girlfriend, Lexi (guest star NATALIE KNEPP), expresses an interest in Dan which, in turn, creates conflicted feelings for Serena. Plus, Nate, Jenny and Vanessa get into a tangled situation that puts their friendships and hearts on the line.
13 - O Brother, Where Bart Thou?
A sudden and tragic event impacts the lives of everyone.
14 - In the Realm of the Basses
Chuck's uncle, Jack Bass (recurring guest star DESMOND HARRINGTON - "Dexter," "Rescue Me," "Sons & Daughters," "Dragnet"), arrives on the Upper East Side to help Chuck pick up the messy pieces after his father's funeral, but Chuck is MIA and Uncle Jack must 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. Meanwhile, Jenny returns to Constance Billard and immediately takes on Penelope (recurring guest star AMANDA SETTON) and her posse of mean girls, but no one is going down without a fight.
15 - Gone with the Will
With the reading of Bart's will, Bart's brother, Jack (recurring guest star DESMOND HARRINGTON), Chuck and Lily learn the fate of the Bass empire. The relationship between Rufus and Lily is strained as Rufus seeks details about the child he never knew he had. Noticing that his father has been acting strangely as of late, Dan does some investigating and uncovers Rufus and Lily's secret, putting him in the awkward position of deciding what to do with this shocking revelation and who to share it with.
16 - You've Got Yale
It's that stressful time of year when the students of Constance Billard and St. Jude schools find out who is - and isn't - worthy of early admission to Yale University. Serena bonds with her new Shakespeare teacher, Rachel (recurring guest star LAURA BRECKENRIDGE - "Related," "Beautiful Loser"), who is not the slightest bit aware of the wrath she is about to suffer after giving Blair the first B [not a top mark] of her prep school career. Chuck pairs up with an unlikely ally in his war with Jack (recurring guest star DESMOND HARRINGTON) over Bass Industries. Plus, Nate and Vanessa spend a romantic evening at the opera.
17 - Carnal Knowledge
In retaliation for her teacher, Rachel (recurring guest star LAURA BRECKENRIDGE), not playing by the unspoken rules of Constance Billard, Blair comes up with a plan to bring her down. After Chuck wakes up in a hotel and only has a minor recollection of what happened the previous evening and who he spent the evening with, Nate and Vanessa try to help him fill in the missing pieces of what is turning out to be an increasingly intriguing mystery.
18 - The Age of Dissonance
The senior students at Constance Billard and St. Jude put on a production of "The Age of Innocence" and find their personal lives mirroring conflicts in the play. Serena develops a crush on the play's director, Julian (guest star HARMON WALSH - "Law & Order: Criminal Intent"), and enlists Vanessa's knowledge of theater to help her get the otherwise uninterested guy's attention. Blair receives devastating news about her future that leads her on a witch hunt for the person responsible. Dan and Rachel (recurring guest star LAURA BRECKENRIDGE) agree to stay away from each other in the aftermath of being discovered as more than teacher and student, but find it impossible to keep that promise. And Chuck enlists help from an unlikely source - his nemesis, Carter Baizen (recurring guest star SEBASTIAN STAN - "Kings," "The Covenant").
19 - The Grandfather
Devastated by the recent plot twist in her life, Blair turns her back on her predictable Waldorf existence in favor of a wilder lifestyle, causing Serena and Chuck to have serious concerns about their friend. Vanessa convinces Nate that it may be time to forgive and forget when it comes to the Vanderbilts, his mother's Kennedyesque family, who abandoned Nate and his mother when they needed them most. Plus, in a misguided effort to be completely honest with each other, Lily and Rufus agree to share lists of their past lovers.
20 - The Remains of the J
Serena decides to throw Jenny an intimate party for her sixteenth birthday, but things get way out of control when Poppy Lifton (recurring guest star TAMARA FELDMAN) turns the small gathering into a huge social event. In a moment of weakness, Vanessa agrees to help Chuck with a scheme having to do with Blair and Nate. Meanwhile, Rufus learns that Dan will not receive financial aid at Yale and tries to figure out another way to cover the cost of his education. Recurring guest star ARMIE HAMMER ("Reaper") appears as Poppy's boyfriend, Gabriel.
21 - Seder Anything
Serena returns from her trip to Spain with Poppy (recurring guest star TAMARA FELDMAN) and Gabriel (recurring guest star ARMIE HAMMER). Blair makes a secret deal with Nate's grandfather, William (recurring guest star JAMES NAUGHTON - "The Devil Wears Prada"), and Nate learns some disturbing information about his father's arrest. Meanwhile, Dan takes a job as a cater-waiter to earn money for college, but is distressed when he discovers the gig is a Passover Seder at the Waldorf penthouse, where several of his friends and family will be guests.
22 - Southern Gentleman Prefer Blondes
Georgina (recurring guest star MICHELLE TRACHTENBERG) returns to the Upper East Side after undergoing a major transformation. Chuck and Nate find themselves at a major crossroads in their friendship, a result of their mutual interest in Blair. And Serena finds her relationship with Gabriel (recurring guest star ARMIE HAMMER) growing more complicated.
23 - The Wrath of Con
Blair pressures Georgina (recurring guest star MICHELLE TRACHTENBERG) to help her in a scheme to make amends for her past bad behavior. The rivalry between Nate and Chuck over Blair comes to a head. And Lily hatches a secret plan to help Rufus with Dan's college tuition.
24 - Valley Girls
In a special flashback to the 1980s, before she became Lily van der Woodsen, 17-year-old Lily Rhodes (guest star BRITTANY SNOW - "American Dreams," "Hairpray") is kicked out of boarding school and runs away to Los Angeles to reconnect with her parents, Rick (guest star ANDREW McCARTHY - "Lipstick Jungle," "Pretty in Pink") and CeCe (guest star CYNTHIA WATROS - "Lost"), and her older sister, Carol (guest star KRYSTEN RITTER - "Confessions of a Shopaholic"). Plus, NO DOUBT performs as an eighties band called Snowed Out. Back in present day New York City, Blair and Nate attend the prom together, but the evening doesn't turn out exactly as planned - something Chuck may have a little to do with. And Serena and Lily don't see eye to eye over Serena's recent run-in with the law. Recurring guest star MICHELLE TRACHTENBERG appears as Georgina.
25 - The Goodbye Gossip Girl
At the Constance Billard and St. Jude graduations, Gossip Girl livens things up by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena to come up with a plan of attack. The Mean Girls (recurring guest stars YIN CHANG, NICOLE FISCELLA, AMANDA SETTON and DREAMA WALKER) challenge Jenny to throw her hat in the ring to succeed Blair as Queen Bee next year, and Lily and Rufus struggle to repair their relationship after Lily's betrayal. Plus, the season finale is rife with cliffhangers: Blair and Chuck finally Serena is shocked by Georgina (recurring guest star MICHELLE TRACHTENBERG) decides to And Dan, Nate and Vanessa unknowingly . OMG!