The Worst Episodes of Gossip Girl

#1 Worst Episode
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6.8/10(808 votes)
#1 - The End of the Affair?
S5:E111/16/2012
Blair's flashbacks reveal the fallout of her and Chuck's car accident, which Nate realizes may have been caused by foul play. Meanwhile, Lily gets a private eye to locate Charlie; and Vera Wang makes an appearance at Blair's bridal-dress fitting.
Director:Michael Grossman
Writer:Sara Goodman
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Director:Michael Grossman
Writer:Sara Goodman
6.8/10(699 votes)
#2 - Dirty Rotten Scandals
S6:E310/22/2012
Feeling the pressure to make her first Waldorf Designs fashion show a success, Blair must rely on help from an unlikely source, but some unexpected scheming causes a scandal on the runway. Serena discovers that befriending Steven's daughter Sage is trickier than she thought, especially when she is forced to put her issues with Blair aside to make Sage happy. Nate publishes Dan's first serialized article causing a stir and producing a serious threat. Meanwhile, Chuck begins to look into the clue that Amira left behind, which may help uncover what Bart is hiding.
Director:Bart Wenrich
Writer:Natalie Krinsky
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Director:Bart Wenrich
Writer:Natalie Krinsky
6.9/10(703 votes)
#3 - High Infidelity
S6:E210/15/2012
Trying to prove herself in adult society, Serena hosts the Central Park Conservancy's big gala, of which she is now the newest Board Member, and she and Nate both learn something shocking about their significant others. Blair prepares to debut her new fashion line, but a rival from her past holds the key to her future. With the help of Georgina, Dan lands some meetings with publishers, but he must decide if he is willing to sacrifice his integrity in order to get his work published. Meanwhile, Chuck tries to persuade Amira to help him look into his father's past, even if it means jeopardizing Lily and Bart's relationship.
Director:Joe Lazarov
Writer:Annemarie Navar-Gill
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Director:Joe Lazarov
Writer:Annemarie Navar-Gill
6.9/10(676 votes)
#4 - Portrait of a Lady Alexander
S6:E411/5/2012
Chuck's continued investigation into his father's dealings leads him to an unlikely event with Manhattan's elite, 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 so they aren't surprised by anything, but neither was prepared for what they uncovered. With The Spectator in jeopardy after Dan decided to publish elsewhere, Nate must make a difficult decision to keep it in business. Meanwhile, Georgina pushes Dan to choose a worthy person to date to boost his image, but he finds himself drawn in a different direction.
Director:Andy Wolk
Writer:Matt Whitney
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Director:Andy Wolk
Writer:Matt Whitney
7.0/10(707 votes)
#5 - Panic Roommate
S4:E142/7/2011
Blair enlists Nate's help to win over her high-strung boss, Epperly, at W Magazine. Damien stirs up more drama on the Upper East Side. Chuck finds himself torn between business and pleasure. Florence and the Machine performs an acoustic version of "Cosmic Love."
Director:Andrew McCarthy
Writer:Jake Coburn
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Director:Andrew McCarthy
Writer:Jake Coburn
7.0/10(666 votes)
#6 - Monstrous Ball
S6:E511/12/2012
After Eleanor gives Blair an ultimatum, Blair is even more determined to remedy Waldorf Designs' problems by making a splash with a dress at the upcoming Cotillion, but a shocking revelation at the ball affects everyone. Serena becomes worried about Steven's attitude toward her, but after some investigating she discovers the surprising reason why. Chuck finds an unlikely ally as he tries to drive a wedge between Bart and Lily's relationship to help expose his father's secret. Meanwhile, Dan publishes another article, but the effect is just the opposite of what he was hoping for.
Director:Amy Heckerling
Writer:Sara Goodman
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Director:Amy Heckerling
Writer:Sara Goodman

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7.0/10(648 votes)
#7 - It Girl, Interrupted
S5:E194/9/2012
Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola the next "It Girl" of the Upper East Side, starting with modeling at a Kiki de Montparnasse lingerie show. Meanwhile, Chuck reaches out to Blair or advice about his past, and Diana Payne's return to The Spectator starts a power struggle with Nate.
Director:Omar Madha
Writer:Amanda Lasher
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Director:Omar Madha
Writer:Amanda Lasher
7.1/10(706 votes)
#8 - The Kids Stay in the Picture
S4:E184/18/2011
As Lily awaits the consequences of her decision, William van der Woodsen, CeCe and Lily's sister, Carol, come into town to support her and be part of a Taschen photo shoot on "modern royalty" in which the Rhodes family is participating. Unbeknownst to Carol, who has always chosen to keep her daughter Charlie far away from the Upper East Side, Charlie has followed her to New York to meet Serena and the rest of the family. Blair has an epiphany about her future, and grapples with the knowledge of whom she's destined to be with.
Director:J. Miller Tobin
Writer:Jessica Queller
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Director:J. Miller Tobin
Writer:Jessica Queller
7.1/10(688 votes)
#9 - The Big Sleep No More
S5:E711/14/2011
Several of our favorite Upper East Siders attend a performance of Punchdrunk's provocative theater experience, "Sleep No More," which translates to masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana sets her sights on Serena in her quest to ruin Gossip Girl. Dan is out on his book tour, but things aren't exactly as they appear to his friends and family.
Director:Andy Wolk
Writer:Dan Steele
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Director:Andy Wolk
Writer:Dan Steele
7.2/10(710 votes)
#10 - Beauty and the Feast
S5:E210/3/2011
Nate reconnects unexpectedly with Diana, who offers him an exciting opportunity. Serena forces Charlie to decide which world she wants to embrace. Dan seeks out Chuck's help to stop the publication of his book, but discovers it is Chuck who needs the help. Blair's future sister-in-law, Beatrice, arrives from Monaco, but her motives with Blair may be more than just to get acquainted.
Director:Mark Piznarski
Writer:Sara Goodman
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Director:Mark Piznarski
Writer:Sara Goodman
7.2/10(680 votes)
#11 - Con-Heir
S5:E184/2/2012
Chuck invites Jack to town to thank him for saving his life, but finds the trip doesn't go exactly as planned. Blair and Dan attempt to consummate their new relationship -- but unexpected roadblocks get in their way. Meanwhile, Ivy finds an unlikely ally in William in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper.
Director:Joe Lazarov
Writer:Annemarie Navar-Gill
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Director:Joe Lazarov
Writer:Annemarie Navar-Gill
7.2/10(670 votes)
#12 - The Fasting and the Furious
S5:E510/24/2011
In the midst of celebrating Yom Kippur with family and friends, Blair and Louis find themselves in a power struggle with Louis' family. Serena's boss puts Serena in the awkward position of choosing between her new job and her relationship with Dan. Diana prepares to debut the New York Spectator, but an unfortunate last-minute surprise delays the launch and Diana expects Nate to do whatever it takes to save the day.
Director:Joe Lazarov
Writer:Peter Elkoff
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Director:Joe Lazarov
Writer:Peter Elkoff
7.2/10(658 votes)
#13 - Rhodes to Perdition
S5:E911/28/2011
Lily, Charlie and Serena eagerly anticipate the Studio 54 party being thrown in CeCe's honor. Nate takes on a new role at the Spectator, but his first big story turns out to be about someone he knows all too well. Blair turns to an unlikely person for help.
Director:Andrew McCarthy
Writer:Natalie Krinsky
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Director:Andrew McCarthy
Writer:Natalie Krinsky
7.2/10(656 votes)
#14 - Despicable B
S5:E214/23/2012
Blair feels like her Upper East Side status might be slipping away and devises a plan to assure that doesn't happen. Meanwhile, Lily throws a family gathering – including William, Carol and Lola – in an attempt to prove the van der Woodsen family is as united as ever. Finally, Nate digs into Diana's past and is surprised by what he discovers.
Director:David Warren
Writer:Austin Winsberg
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Director:David Warren
Writer:Austin Winsberg
7.3/10(913 votes)
#15 - The Grandfather
S2:E193/23/2009
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 other, Lily and Rufus both put together their lists of past relationships.
Director:J. Miller Tobin
Writers:Etan Frankel, Robby Hull
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Director:J. Miller Tobin
Writers:Etan Frankel, Robby Hull
7.3/10(897 votes)
#16 - Remains of the J
S2:E203/30/2009
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 financial aid to go to Yale.
Director:Allison Liddi-Brown
Writer:Sarah Frank-Meltzer
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Director:Allison Liddi-Brown
Writer:Sarah Frank-Meltzer
7.3/10(805 votes)
#17 - The Hurt Locket
S3:E133/8/2010
Nate and Serena decide to explore the boundaries of their friendship. Blair suspects that Chuck is having problems forgetting about the woman he saw at his father's grave. Jenny agrees to accompany Damien to a State Dinner but is unaware that he needs her help with a drug exchange. Vanessa and Dan attempt to move past the awkwardness of Dan's confession of love. Rufus returns from a ski trip and tries his best to avoid Lily.
Director:Tony Wharmby
Writer:Sara Goodman
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Director:Tony Wharmby
Writer:Sara Goodman
7.3/10(775 votes)
#18 - The Lady Vanished
S3:E143/15/2010
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.
Director:Andrew McCarthy
Writers:Robby Hull, Amanda Lasher
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Director:Andrew McCarthy
Writers:Robby Hull, Amanda Lasher
7.3/10(757 votes)
#19 - The Sixteen Year Old Virgin
S3:E153/22/2010
Despite being grounded, Jenny continues to see Damien who tells Jenny that he wants to have sex with her. Lily tells Rufus the big secret she has been keeping from him even though she knows it's a huge risk. Dan and Vanessa explore a new stage of their friendship. Chuck is forced to make an extremely difficult decision about his hotel.
Director:Wendey Stanzler
Writer:Leila Gerstein
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Director:Wendey Stanzler
Writer:Leila Gerstein
7.3/10(755 votes)
#20 - It's a Dad, Dad, Dad, Dad World
S3:E205/3/2010
Will's return to the Upper East Side continues to stir up problems for Serena, Lily and his long-standing rival, Rufus. Serena and Jenny's relationship is strained as a result of Jenny's deception. Blair spends time on the Columbia campus and realizes where she truly belongs.... Dan learns that Vanessa has been keeping yet another secret from him.
Director:Jeremiah S. Chechik
Writer:Amanda Lasher
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Director:Jeremiah S. Chechik
Writer:Amanda Lasher
7.3/10(731 votes)
#21 - Dr. Estrangeloved
S3:E194/26/2010
When Lily's ex-husband, Dr. William van der Woodsen, shows up unexpectedly in Manhattan, Serena finally gets the reunion she has so desperately wanted with her father, but the circumstances turn out to be far from ideal. When Serena and Nate continue to have relationship issues, a scheming Jenny is more than happy to be a shoulder for Nate to lean on... Meanwhile, Dan finds out that he didn't get accepted into the Tisch writing program and Vanessa admits she may have been somewhat responsible.
Director:Darnell Martin
Writer:Robby Hull
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Director:Darnell Martin
Writer:Robby Hull
7.3/10(708 votes)
#22 - Goodbye, Columbia
S4:E510/11/2010
An anonymous Gossip Girl blast starts a very damaging rumor about one of Columbia's new students, Serena. On her path to greatness, Blair decides to take a class with a powerful businesswoman, Martha, who is guest-lecturing at Columbia, but a mysterious fellow student thwarts her plans to secure the prized position as Martha's assistant.
Director:Jeremiah S. Chechik
Writer:Robby Hull
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Director:Jeremiah S. Chechik
Writer:Robby Hull
7.3/10(707 votes)
#23 - The Princesses and the Frog
S4:E205/2/2011
Blair's dreams appear to be coming true, but Serena threatens to jeopardize it all by dredging up Blair's past. Charlie befriends Vanessa, who may or may not have a hidden agenda. Nate is torn between his relationship with Raina and a truth he must keep hidden out of loyalty to Chuck.
Director:Andrew McCarthy
Writer:Leila Gerstein
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Director:Andrew McCarthy
Writer:Leila Gerstein
7.3/10(692 votes)
#24 - It-Girl Happened One Night
S4:E152/14/2011
With Russell Thorpe poised for a takeover attempt of Bass Industries, 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.
Director:Bart Wenrich
Writer:Alexandra McNally
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Director:Bart Wenrich
Writer:Alexandra McNally
7.3/10(667 votes)
#25 - Father and the Bride
S5:E121/23/2012
Blair prepares to celebrate her upcoming royal wedding with a bachelorette party, but others scheme behind her back to make this a night to remember. After discovering the truth behind Chuck and Blair's car accident, Nate joins forces with a surprising ally to gather the evidence. Serena and Dan pretend to be dating again to protect someone close to them.
Director:Amy Heckerling
Writer:Peter Elkoff
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Director:Amy Heckerling
Writer:Peter Elkoff