Description

Based on the best-selling series of young-adult novels by Cecily von Ziegesar and executive produced by Josh Schwartz (Chuck, The O.C.) and Stephanie Savage ( The O.C.), Gossip Girl is a one-hour drama based on the lives of privileged Manhattan prep school teens. The students first learn that Serena van der Woodsen, once the Upper East Side's most notorious party girl, is back in town the way they learn all the important news in their lives: from the blog of the all-knowing albeit ultra-secretive Gossip Girl. No one knows Gossip Girl's identity, but everyone in this exclusive and complicated vicious circle relies on her website and text messages for the latest scoop. Even Serena's closest friend, Blair Waldorf, is surprised to find that Serena has suddenly ended her self-imposed exile to boarding school and returned to Manhattan. Keeping track of the shifting friendships, jealousies and turmoil in this wealthy and complex world isn't easy, but it's what Gossip Girl does best!

    • $89.99

Description

Based on the best-selling series of young-adult novels by Cecily von Ziegesar and executive produced by Josh Schwartz (Chuck, The O.C.) and Stephanie Savage ( The O.C.), Gossip Girl is a one-hour drama based on the lives of privileged Manhattan prep school teens. The students first learn that Serena van der Woodsen, once the Upper East Side's most notorious party girl, is back in town the way they learn all the important news in their lives: from the blog of the all-knowing albeit ultra-secretive Gossip Girl. No one knows Gossip Girl's identity, but everyone in this exclusive and complicated vicious circle relies on her website and text messages for the latest scoop. Even Serena's closest friend, Blair Waldorf, is surprised to find that Serena has suddenly ended her self-imposed exile to boarding school and returned to Manhattan. Keeping track of the shifting friendships, jealousies and turmoil in this wealthy and complex world isn't easy, but it's what Gossip Girl does best!

    • EPISODE 1

    Season 1, Episode 1: Pilot

    Tension between Blair and Serena isn't lost on anyone in crowd, since they all live for gossip and scandal-along with fashion, shopping and partying in Manhattan's trendiest hotspots. This is world one has to be born into, full of wealth, power and people like Chuck. Friend of Nate's since childhood, Chuck leads reckless life and constantly pushes Nate to explore his dark side. Dan and Jenny are attending school at insistence of their father, Rufus, who is determined to give his kids a first-class education. Rufus has history with Serena's mother, Lily, socialite who hides her past as dancer and rock groupie. When chance brings Dan to Serena's attention, he finds himself dating the girl of his dreams. The more Dan discovers about real Serena, the more he's challenged to make sense of her world. Jenny is youngest of group and wants desperately to be accepted. Price she'll have to pay for popularity will take toll, but at moment, Jenny is just thrilled to have entry into this glamorous setting.

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    • 42 Minutes

    Tension between Blair and Serena isn't lost on anyone in crowd, since they all live for gossip and scandal-along with fashion, shopping and partying in Manhattan's trendiest hotspots. This is world one has to be born into, full of wealth, power and people like Chuck. Friend of Nate's since childhood, Chuck leads reckless life and constantly pushes Nate to explore his dark side. Dan and Jenny are attending school at insistence of their father, Rufus, who is determined to give his kids a first-class education. Rufus has history with Serena's mother, Lily, socialite who hides her past as dancer and rock groupie. When chance brings Dan to Serena's attention, he finds himself dating the girl of his dreams. The more Dan discovers about real Serena, the more he's challenged to make sense of her world. Jenny is youngest of group and wants desperately to be accepted. Price she'll have to pay for popularity will take toll, but at moment, Jenny is just thrilled to have entry into this glamorous setting.

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    • 42 Minutes
    • EPISODE 2

    Season 1, Episode 2: The Wild Brunch

    In the wake of the scandalous Kiss on the Lips party, Serena receives an ice-cold reception from her best friend, Blair, who reveals that she knows Serena slept with her boyfriend, Nate, before mysteriously running off to boarding school. Serena decides to take Dan to archenemy Chuck's fundraiser brunch at The Palace. And Jenny seeks advice from Blair, who realizes she may have something to gain by allowing Jenny into her inner circle.

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    • 39 Minutes

    In the wake of the scandalous Kiss on the Lips party, Serena receives an ice-cold reception from her best friend, Blair, who reveals that she knows Serena slept with her boyfriend, Nate, before mysteriously running off to boarding school. Serena decides to take Dan to archenemy Chuck's fundraiser brunch at The Palace. And Jenny seeks advice from Blair, who realizes she may have something to gain by allowing Jenny into her inner circle.

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    • 39 Minutes
    • EPISODE 3

    Season 1, Episode 3: Poison Ivy

    As the Upper East Side teens from Constance Billard and St. Jude's prepare for a much-anticipated visit from Ivy League representatives, Blair uncovers scandalous information about Serena that may not remain a secret much longer. Dan has his heart -- and future -- set on serving in the coveted usher position for the Dartmouth representative. But he is beat out by Nate, who has no interest in the school, despite pressure from his controlling father, the Captain (recurring guest star SAM ROBARDS). Meanwhile, Jenny bonds with Serena's younger brother, Eric (recurring guest star CONNOR PAOLO). And Rufus must swallow his pride and ask Lily for a favor to help his son, Dan.

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    • 41 Minutes

    As the Upper East Side teens from Constance Billard and St. Jude's prepare for a much-anticipated visit from Ivy League representatives, Blair uncovers scandalous information about Serena that may not remain a secret much longer. Dan has his heart -- and future -- set on serving in the coveted usher position for the Dartmouth representative. But he is beat out by Nate, who has no interest in the school, despite pressure from his controlling father, the Captain (recurring guest star SAM ROBARDS). Meanwhile, Jenny bonds with Serena's younger brother, Eric (recurring guest star CONNOR PAOLO). And Rufus must swallow his pride and ask Lily for a favor to help his son, Dan.

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    • 41 Minutes
    • EPISODE 4

    Season 1, Episode 4: Bad News Blair

    Blair is thrilled when her mother chooses her to be the new face of her clothing line. However, Blair's happiness soon turns to feelings of betrayal and jealousy when Serena moves into the spotlight, and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan are reminded once again that they come from two very different worlds. And Nate and Chuck indulge in a boys' weekend to blow off steam after Ivy Week.

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    • 42 Minutes

    Blair is thrilled when her mother chooses her to be the new face of her clothing line. However, Blair's happiness soon turns to feelings of betrayal and jealousy when Serena moves into the spotlight, and Blair finds herself back in Serena's shadow. Meanwhile, Serena and Dan are reminded once again that they come from two very different worlds. And Nate and Chuck indulge in a boys' weekend to blow off steam after Ivy Week.

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    • 42 Minutes
    • EPISODE 5

    Season 1, Episode 5: Dare Devil

    Dan makes elaborate plans to impress Serena on their first official date. On the same night, Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high-stakes game of Truth or Dare. Meanwhile, when Lily discovers that Eric (recurring guest star CONNOR PAOLO) is missing from his treatment center, she seeks help from her ex- boyfriend, Rufus.

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    • 40 Minutes

    Dan makes elaborate plans to impress Serena on their first official date. On the same night, Jenny is invited to the infamous Blair Waldorf sleepover and finds herself in a high-stakes game of Truth or Dare. Meanwhile, when Lily discovers that Eric (recurring guest star CONNOR PAOLO) is missing from his treatment center, she seeks help from her ex- boyfriend, Rufus.

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    • 40 Minutes
    • EPISODE 6

    Season 1, Episode 6: The Handmaiden's Tale

    Dan is torn between two girls when his childhood friend, Vanessa (recurring guest star JESSICA SZOHR), returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At her infamous masked ball, Blair sends Nate on a scavenger hunt, but he is still distracted by his feelings for Serena. Although Blair makes it perfectly clear that outsiders are not welcome, a disguised Jenny and Dan sneak into the ball. Meanwhile, Lily asks Rufus to accompany her to an event hosted by Blair's mother in order to make Chuck's father, who brought a model ("America's Next Top Model" winner CARIDEE ENGLISH) as his date, jealous.

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    • 42 Minutes

    Dan is torn between two girls when his childhood friend, Vanessa (recurring guest star JESSICA SZOHR), returns home and declares her feelings for him, just as he and Serena are trying to figure out what they mean to each other. At her infamous masked ball, Blair sends Nate on a scavenger hunt, but he is still distracted by his feelings for Serena. Although Blair makes it perfectly clear that outsiders are not welcome, a disguised Jenny and Dan sneak into the ball. Meanwhile, Lily asks Rufus to accompany her to an event hosted by Blair's mother in order to make Chuck's father, who brought a model ("America's Next Top Model" winner CARIDEE ENGLISH) as his date, jealous.

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    • 42 Minutes
    • EPISODE 7

    Season 1, Episode 7: Victor / Victrola

    After surviving their relationship's on-again/off-again genesis, Serena and Dan finally acknowledge that they are crazy about each other, despite their polar-opposite worlds that constantly threaten to pull them apart. Chuck contemplates investing in a burlesque club, hoping to make his hard-to-please father, Bart (recurring guest star ROBERT JOHN BURKE), proud of him. Nate confronts his father, the Captain (recurring guest star SAM ROBARDS), about the drugs he found in the house, but the Captain denies having a problem. Jenny discovers a secret that her father, Rufus, and mother, Alison (SUSAN MISNER), have been keeping from her. And Blair is once again devastated by Nate's actions after Jenny reveals that Nate accidentally kissed her, thinking she was Serena.

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    • 42 Minutes

    After surviving their relationship's on-again/off-again genesis, Serena and Dan finally acknowledge that they are crazy about each other, despite their polar-opposite worlds that constantly threaten to pull them apart. Chuck contemplates investing in a burlesque club, hoping to make his hard-to-please father, Bart (recurring guest star ROBERT JOHN BURKE), proud of him. Nate confronts his father, the Captain (recurring guest star SAM ROBARDS), about the drugs he found in the house, but the Captain denies having a problem. Jenny discovers a secret that her father, Rufus, and mother, Alison (SUSAN MISNER), have been keeping from her. And Blair is once again devastated by Nate's actions after Jenny reveals that Nate accidentally kissed her, thinking she was Serena.

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    • 42 Minutes
    • EPISODE 8

    Season 1, Episode 8: Seventeen Candles

    Devastated by the state of her relationship with Nate and still dealing with the guilt from a recent indiscretion, Blair puts on a happy face for her 17th birthday party and attempts to hide the truth from her friends. Hoping to ease the tension between Serena and Vanessa (recurring guest star JESSICA SZOHR), Dan takes Vanessa to Blair's party so the girls can have some bonding time, but this only ends up making Serena more uncomfortable. Meanwhile, Jenny brings her mom (recurring guest star SUSAN MISNER) home for a surprise visit, but Rufus may not be ready to forgive and forget. And Nate's parents ask him to make a huge sacrifice in order to salvage the business of his father, who faces charges of embezzlement and fraud.

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    • 40 Minutes

    Devastated by the state of her relationship with Nate and still dealing with the guilt from a recent indiscretion, Blair puts on a happy face for her 17th birthday party and attempts to hide the truth from her friends. Hoping to ease the tension between Serena and Vanessa (recurring guest star JESSICA SZOHR), Dan takes Vanessa to Blair's party so the girls can have some bonding time, but this only ends up making Serena more uncomfortable. Meanwhile, Jenny brings her mom (recurring guest star SUSAN MISNER) home for a surprise visit, but Rufus may not be ready to forgive and forget. And Nate's parents ask him to make a huge sacrifice in order to salvage the business of his father, who faces charges of embezzlement and fraud.

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    • 40 Minutes
    • EPISODE 9

    Season 1, Episode 9: Blair Waldorf Must Pie

    When Dan finds out that Serena and her family are celebrating Thanksgiving alone, he naïvely invites them to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily, whose children are unaware of their complicated romantic history. Meanwhile, Blair's emotions spiral out of control when she learns that her father isn't coming home for Thanksgiving. Nate marks the holiday with his mom and dad, but their awkward dinner quickly goes from bad to worse.

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    • 41 Minutes

    When Dan finds out that Serena and her family are celebrating Thanksgiving alone, he naïvely invites them to spend the holiday with his family, creating an uncomfortable situation for Rufus and Lily, whose children are unaware of their complicated romantic history. Meanwhile, Blair's emotions spiral out of control when she learns that her father isn't coming home for Thanksgiving. Nate marks the holiday with his mom and dad, but their awkward dinner quickly goes from bad to worse.

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    • 41 Minutes
    • EPISODE 10

    Season 1, Episode 10: Hi, Society

    Serena has absolutely no intention of attending the upcoming Debutante Ball, until her grandmother, CeCe (guest star CAROLINE LAGERFELT - "All the King's Men," "Nash Bridges"), announces that Serena must attend. Unfortunately, CeCe does not find Dan to be the "suitable escort" she had in mind for Serena, and makes her opinion heard loud and clear, causing a riff between Serena and Dan. Blair and Nate, now officially broken up, decide to go to the ball together as friends; however, Nate becomes jealous when he begins to suspect that Blair may already be seeing someone else. Meanwhile, Jenny finds herself torn between attending her mother's (recurring guest star SUSAN MISNER) art opening or following her dreams of going to the Debutante Ball, even though the latter is against her parents' wishes. And Rufus finally learns the real reason Lily broke up with him all those years ago.

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    • 42 Minutes

    Serena has absolutely no intention of attending the upcoming Debutante Ball, until her grandmother, CeCe (guest star CAROLINE LAGERFELT - "All the King's Men," "Nash Bridges"), announces that Serena must attend. Unfortunately, CeCe does not find Dan to be the "suitable escort" she had in mind for Serena, and makes her opinion heard loud and clear, causing a riff between Serena and Dan. Blair and Nate, now officially broken up, decide to go to the ball together as friends; however, Nate becomes jealous when he begins to suspect that Blair may already be seeing someone else. Meanwhile, Jenny finds herself torn between attending her mother's (recurring guest star SUSAN MISNER) art opening or following her dreams of going to the Debutante Ball, even though the latter is against her parents' wishes. And Rufus finally learns the real reason Lily broke up with him all those years ago.

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    • 42 Minutes
    • EPISODE 11

    Season 1, Episode 11: Roman Holiday

    When Blair's father, Harold (recurring guest star JOHN SHEA), comes home for the holidays with an unexpected guest -- his boyfriend, Roman (guest star WILLIAM ABADIE - "Entourage, " "The O.C.," "The Pink Panther") -- Blair finds it difficult to hide her disappointment and hatches a plan to get rid of Roman for good. Meanwhile, Jenny and Vanessa (recurring guest star JESSICA SZOHR) help Serena plan the best Christmas surprise ever for Dan; Dan, in turn, may be thinking of his own surprise for Serena. And when Chuck texts Blair from Monaco saying that Nate has joined him there, Blair worries that Chuck may disclose the details of their hook-up. Back in Brooklyn, Rufus refuses to remain the understanding husband after a former lover of Alison's (recurring guest star SUSAN MISNER) calls the house.

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    • 42 Minutes

    When Blair's father, Harold (recurring guest star JOHN SHEA), comes home for the holidays with an unexpected guest -- his boyfriend, Roman (guest star WILLIAM ABADIE - "Entourage, " "The O.C.," "The Pink Panther") -- Blair finds it difficult to hide her disappointment and hatches a plan to get rid of Roman for good. Meanwhile, Jenny and Vanessa (recurring guest star JESSICA SZOHR) help Serena plan the best Christmas surprise ever for Dan; Dan, in turn, may be thinking of his own surprise for Serena. And when Chuck texts Blair from Monaco saying that Nate has joined him there, Blair worries that Chuck may disclose the details of their hook-up. Back in Brooklyn, Rufus refuses to remain the understanding husband after a former lover of Alison's (recurring guest star SUSAN MISNER) calls the house.

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    • 42 Minutes
    • EPISODE 12

    Season 1, Episode 12: School Lies

    The gang breaks into the school swimming pool for an impromptu night of fun, but when a member of their group nearly drowns, the school threatens to expel the person responsible for the break-in. Everyone agrees to keep a secret pact and say nothing, but it ultimately creates major tension between Serena and Dan, who isn't sure he's ready to risk major tension between Serena and Dan, who isn't sure he's ready to risk his future and take the fall for someone else. Meanwhile, Vanessa (recurring guest star JESSICA SZOHR), who is working on a documentary project about private schools, accidentally captures Blair and Chuck discussing their affair, and Lily contemplates telling Rufus how she really feels about him.

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    • 42 Minutes

    The gang breaks into the school swimming pool for an impromptu night of fun, but when a member of their group nearly drowns, the school threatens to expel the person responsible for the break-in. Everyone agrees to keep a secret pact and say nothing, but it ultimately creates major tension between Serena and Dan, who isn't sure he's ready to risk major tension between Serena and Dan, who isn't sure he's ready to risk his future and take the fall for someone else. Meanwhile, Vanessa (recurring guest star JESSICA SZOHR), who is working on a documentary project about private schools, accidentally captures Blair and Chuck discussing their affair, and Lily contemplates telling Rufus how she really feels about him.

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    • 42 Minutes
    • EPISODE 13

    Season 1, Episode 13: The Thin Line Between Chuck and Nate

    Gossip Girl takes pleasure in reporting that Serena van der Woodsen has been spotted buying a pregnancy test, and the word spreads like been spotted buying a pregnancy test, and the word spreads like wildfire. Of course, on the Upper East Side, the truth is often juicier and more scandalous than the gossip, and this time is no exception.

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    • 42 Minutes

    Gossip Girl takes pleasure in reporting that Serena van der Woodsen has been spotted buying a pregnancy test, and the word spreads like been spotted buying a pregnancy test, and the word spreads like wildfire. Of course, on the Upper East Side, the truth is often juicier and more scandalous than the gossip, and this time is no exception.

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    • 42 Minutes
    • EPISODE 14

    Season 1, Episode 14: The Blair Bitch Project

    Having recently been dethroned as Queen Bee in the last episode by Gossip Girl, with an assist from scheming "little J," Blair hesitantly returns to school with the support of her BFF, Serena. Meanwhile, Serena struggles to adjust to her new living arrangements with her future stepbrother, Chuck, while receiving disturbing packages from an unknown sender. And Jenny's drive to be popular hits a new all-time high when she does something illegal to fit in with her new Upper East Side friends.

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    • 40 Minutes

    Having recently been dethroned as Queen Bee in the last episode by Gossip Girl, with an assist from scheming "little J," Blair hesitantly returns to school with the support of her BFF, Serena. Meanwhile, Serena struggles to adjust to her new living arrangements with her future stepbrother, Chuck, while receiving disturbing packages from an unknown sender. And Jenny's drive to be popular hits a new all-time high when she does something illegal to fit in with her new Upper East Side friends.

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    • 40 Minutes
    • EPISODE 15

    Season 1, Episode 15: Desperately Seeking Serena

    Serena's Upper East Side world is turned upside down when her former partner in all things bad, Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG - "Buffy the Vampire Slayer," "Six Feet Under"), returns to Manhattan to stir up trouble -- and Serena's past. When Dan notices that Serena seems preoccupied, he jumps to the conclusion that it must have something to do with Serena's new roommate and soon-to-be stepbrother, Chuck. Meanwhile, Nate finds romance with the last person he was expecting to connect with, Vanessa, and Jenny meets a new guy, Asher Hornsby (recurring guest star JESSE SWENSON), who just might be her ticket to permanent popularity. Plus, Blair hatches a secret plan to sabotage her biggest rival, Nelly Yuki (guest star YIN CHANG - "Law & Order: Criminal Intent," "Six Degrees").

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    • 41 Minutes

    Serena's Upper East Side world is turned upside down when her former partner in all things bad, Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG - "Buffy the Vampire Slayer," "Six Feet Under"), returns to Manhattan to stir up trouble -- and Serena's past. When Dan notices that Serena seems preoccupied, he jumps to the conclusion that it must have something to do with Serena's new roommate and soon-to-be stepbrother, Chuck. Meanwhile, Nate finds romance with the last person he was expecting to connect with, Vanessa, and Jenny meets a new guy, Asher Hornsby (recurring guest star JESSE SWENSON), who just might be her ticket to permanent popularity. Plus, Blair hatches a secret plan to sabotage her biggest rival, Nelly Yuki (guest star YIN CHANG - "Law & Order: Criminal Intent," "Six Degrees").

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    • 41 Minutes
    • EPISODE 16

    Season 1, Episode 16: All About My Brother

    Georgina (recurring guest star MICHELLE TRACHTENBERG) informs Serena that she is prepared to reveal damaging information from Serena's past, but no one is ready for what Georgina does next. Blair and Jenny escalate their "popularity war" by spreading scandalous rumors about each other through Gossip Girl. Dan witnesses Jenny's new boyfriend, Asher (recurring guest star JESSE SWENSON), cheating on her, but Jenny refuses to listen to her brother's warning. Rufus goes to Lily for advice on how to handle Jenny's recent out-of-character behavior. Plus, one of the Upper East Side teens reveals that he is gay.

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    • 42 Minutes

    Georgina (recurring guest star MICHELLE TRACHTENBERG) informs Serena that she is prepared to reveal damaging information from Serena's past, but no one is ready for what Georgina does next. Blair and Jenny escalate their "popularity war" by spreading scandalous rumors about each other through Gossip Girl. Dan witnesses Jenny's new boyfriend, Asher (recurring guest star JESSE SWENSON), cheating on her, but Jenny refuses to listen to her brother's warning. Rufus goes to Lily for advice on how to handle Jenny's recent out-of-character behavior. Plus, one of the Upper East Side teens reveals that he is gay.

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    • 42 Minutes
    • EPISODE 17

    Season 1, Episode 17: Woman On the Verge

    Georgina (recurring guest star MICHELLE TRACHTENBERG) reveals the true reason that Serena fled Manhattan for boarding school, and Serena quickly falls back into her old habits. Blair, Nate and Chuck must put their complicated feelings for each other aside to help their friend. Unfortunately, Serena is too ashamed to share the truth with Dan, leaving him to assume the worst about his girlfriend. Meanwhile, Rufus is thrilled when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily is the last person he expects to see at the performance, especially since her wedding rehearsal dinner is the same night. Recording artist LISA LOEB and famous cake designer SYLVIA WEINSTOCK appear as themselves.

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    • 42 Minutes

    Georgina (recurring guest star MICHELLE TRACHTENBERG) reveals the true reason that Serena fled Manhattan for boarding school, and Serena quickly falls back into her old habits. Blair, Nate and Chuck must put their complicated feelings for each other aside to help their friend. Unfortunately, Serena is too ashamed to share the truth with Dan, leaving him to assume the worst about his girlfriend. Meanwhile, Rufus is thrilled when his band is invited to perform at a Rolling Stone-sponsored concert, but Lily is the last person he expects to see at the performance, especially since her wedding rehearsal dinner is the same night. Recording artist LISA LOEB and famous cake designer SYLVIA WEINSTOCK appear as themselves.

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    • 42 Minutes
    • EPISODE 18

    Season 1, Episode 18: Much 'I Do' About Nothing

    With Serena's life and reputation on the line, Blair -- as Serena's best friend -- decides to take matters into her own hands to deal with the manipulative and evil Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG). Lily prepares for her wedding day, which is destined to be the Upper East Side's social event of the year, and finds that Rufus is never far from her thoughts. Serena finally opens up to Dan, pours out her heart and tells him the truth about her past, but will it prove to be too late to save their relationship? And Lily's interior decorator, Amelia (heiress and model LYDIA HEARST), makes a big impression on Chuck.

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    • 42 Minutes

    With Serena's life and reputation on the line, Blair -- as Serena's best friend -- decides to take matters into her own hands to deal with the manipulative and evil Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG). Lily prepares for her wedding day, which is destined to be the Upper East Side's social event of the year, and finds that Rufus is never far from her thoughts. Serena finally opens up to Dan, pours out her heart and tells him the truth about her past, but will it prove to be too late to save their relationship? And Lily's interior decorator, Amelia (heiress and model LYDIA HEARST), makes a big impression on Chuck.

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    • 42 Minutes
    • EPISODE 19

    Season 2, Episode 1: Summer, Kind of Wonderful

    In the second season premiere, as the summer draws to a close in the Hamptons, Serena and Nate have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with a married older woman (recurring guest star MADCHEN AMICK - "ER," "Joey," "Gilmore Girls") and Serena has been secretly mourning her breakup with Dan. Blair returns from abroad with a hot guy on her arm (guest star PATRICK HEUSINGER - "The Nanny Diaries"), making a very jealous Chuck question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author (guest star JAY McINERNEY, author of Bright Lights, Big City), but decides to head to the Hamptons to see how things stand with Serena after a summer spent apart. Plus, while interning for Blair's mother's company, Jenny sneaks a much-coveted invite to the Hamptons' White Party, at which Eric (recurring guest star CONNOR PAOLO) introduces her to socialite TINSLEY MORTIMER.

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    • 42 Minutes

    In the second season premiere, as the summer draws to a close in the Hamptons, Serena and Nate have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with a married older woman (recurring guest star MADCHEN AMICK - "ER," "Joey," "Gilmore Girls") and Serena has been secretly mourning her breakup with Dan. Blair returns from abroad with a hot guy on her arm (guest star PATRICK HEUSINGER - "The Nanny Diaries"), making a very jealous Chuck question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author (guest star JAY McINERNEY, author of Bright Lights, Big City), but decides to head to the Hamptons to see how things stand with Serena after a summer spent apart. Plus, while interning for Blair's mother's company, Jenny sneaks a much-coveted invite to the Hamptons' White Party, at which Eric (recurring guest star CONNOR PAOLO) introduces her to socialite TINSLEY MORTIMER.

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    • 42 Minutes
    • EPISODE 20

    Season 2, Episode 2: 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.

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    • 42 Minutes

    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.

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    • 42 Minutes
    • EPISODE 21

    Season 2, Episode 3: 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.

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    • 42 Minutes

    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.

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    • 42 Minutes
    • EPISODE 22

    Season 2, Episode 4: 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.

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    • 42 Minutes

    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.

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    • 42 Minutes
    • EPISODE 23

    Season 2, Episode 5: 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.

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    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.

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    • 42 Minutes
    • EPISODE 24

    Season 2, Episode 6: 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.

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    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.

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    • 42 Minutes
    • EPISODE 25

    Season 2, Episode 7: 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.

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    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.

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    • 42 Minutes
    • EPISODE 26

    Season 2, Episode 8: 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.

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    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.

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    • 42 Minutes
    • EPISODE 27

    Season 2, Episode 9: 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.

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    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.

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    • EPISODE 28

    Season 2, Episode 10: Bonfire of the Vanity

    Blair does not approve of 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 lovebirds by any means necessary. Jenny moves in with Agnes (recurring guest star WILLA HOLLAND) as the friends move forward with their plans for 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 man and possibly write an exposé on him for Vanity Fair, but things get heated after Chuck finds out real reason Dan is spending so much time around his family. Plus, singer CYNDI LAUPER makes a cameo appearance.

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    Blair does not approve of 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 lovebirds by any means necessary. Jenny moves in with Agnes (recurring guest star WILLA HOLLAND) as the friends move forward with their plans for 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 man and possibly write an exposé on him for Vanity Fair, but things get heated after Chuck finds out real reason Dan is spending so much time around his family. Plus, singer CYNDI LAUPER makes a cameo appearance.

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    • EPISODE 29

    Season 2, Episode 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.

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    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.

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    • EPISODE 30

    Season 2, Episode 12: It's a Wonderful Lie

    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.

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    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.

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    • 42 Minutes
    • EPISODE 31

    Season 2, Episode 13: O Brother, Where Bart Thou?

    A sudden and tragic event impacts the lives of everyone.

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    A sudden and tragic event impacts the lives of everyone.

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    • EPISODE 32

    Season 2, Episode 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.

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    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.

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    • EPISODE 33

    Season 2, Episode 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.

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    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.

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    • EPISODE 34

    Season 2, Episode 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.

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    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.

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    • EPISODE 35

    Season 2, Episode 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.

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    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.

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    • EPISODE 36

    Season 2, Episode 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").

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    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").

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    • EPISODE 37

    Season 2, Episode 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.

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    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.

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    • EPISODE 38

    Season 2, Episode 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.

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    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.

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    • 42 Minutes
    • EPISODE 39

    Season 2, Episode 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.

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    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.

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    • EPISODE 40

    Season 2, Episode 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.

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    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.

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    • 42 Minutes
    • EPISODE 41

    Season 2, Episode 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.

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    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.

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    • EPISODE 42

    Season 2, Episode 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.

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    • 42 Minutes

    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.

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    • 42 Minutes
    • EPISODE 43

    Season 2, Episode 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!

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    • 42 Minutes

    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!

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    • EPISODE 44

    Season 3, Episode 1: Reversals of Fortune

    As the summer draws to a close, Blair (series star LEIGHTON MEESTER) and Chuck (series star ED WESTWICK) are madly in love and adjusting to their new "in a relationship" status, though breaking all traditional rules of dating, as would be expected. Serena (series star BLAKE LIVELY) returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen (recurring guest star SEBASTIAN STAN - Kings). Nate (series star CHACE CRAWFORD) returns from his travels with a mysterious brunette, Bree Buckley (recurring guest star JoANNA GARCIA - Privileged, Reba) in tow. Rufus (series star MATTHEW SETTLE), Dan (series star PENN BADGLEY) and Jenny (series star TAYLOR MOMSEN) spent the summer in the Hamptons, adjusting to the van der Woodsen's glamorous lifestyle surprisingly faster than any of them expected. The series also stars JESSICA SZOHR as Vanessa and KELLY RUTHERFORD as Lily van der Woodsen Bass.

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    As the summer draws to a close, Blair (series star LEIGHTON MEESTER) and Chuck (series star ED WESTWICK) are madly in love and adjusting to their new "in a relationship" status, though breaking all traditional rules of dating, as would be expected. Serena (series star BLAKE LIVELY) returns from her European adventure with many secrets to hide and a complicated relationship with Carter Baizen (recurring guest star SEBASTIAN STAN - Kings). Nate (series star CHACE CRAWFORD) returns from his travels with a mysterious brunette, Bree Buckley (recurring guest star JoANNA GARCIA - Privileged, Reba) in tow. Rufus (series star MATTHEW SETTLE), Dan (series star PENN BADGLEY) and Jenny (series star TAYLOR MOMSEN) spent the summer in the Hamptons, adjusting to the van der Woodsen's glamorous lifestyle surprisingly faster than any of them expected. The series also stars JESSICA SZOHR as Vanessa and KELLY RUTHERFORD as Lily van der Woodsen Bass.

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    • 42 Minutes
    • EPISODE 45

    Season 3, Episode 2: The Freshman

    Blair, determined to maintain her Queen Bee status in college, embarks on her first day at NYU, along with Dan and Vanessa. Unfortunately, Georgina (recurring guest star MICHELLE TRACHTENBERG) turns up as Blair's roommate in the dorms, determined to make Blair a social outcast. As Serena prepares to depart for Brown, she and Chuck have a major falling out, so she recruits Chuck's enemy, Carter (recurring guest star SEBASTIAN STAN), to help her get even. Meanwhile, Nate and Bree (recurring guest star JoANNA GARCIA) decide to explore their relationship further, knowing full well it could cause tension between their families who are political rivals.

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    Blair, determined to maintain her Queen Bee status in college, embarks on her first day at NYU, along with Dan and Vanessa. Unfortunately, Georgina (recurring guest star MICHELLE TRACHTENBERG) turns up as Blair's roommate in the dorms, determined to make Blair a social outcast. As Serena prepares to depart for Brown, she and Chuck have a major falling out, so she recruits Chuck's enemy, Carter (recurring guest star SEBASTIAN STAN), to help her get even. Meanwhile, Nate and Bree (recurring guest star JoANNA GARCIA) decide to explore their relationship further, knowing full well it could cause tension between their families who are political rivals.

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    • EPISODE 46

    Season 3, Episode 3: The Lost Boy

    It's a bidding war on the Upper East Side. Blair and Chuck both set their sights on a particular item up for bid at Sotheby's, and the personal stakes are high. Plus, Serena suspects that Carter (recurring guest star SEBASTIAN STAN) may be up to his old habits, Georgina (recurring guest star MICHELLE TRACHTENBERG) takes an interest in Dan and Vanessa begins to suspect that something isn't quite right with Scott (recurring guest star CHRIS RIGGI - "Lipstick Jungle," "Dare").

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    It's a bidding war on the Upper East Side. Blair and Chuck both set their sights on a particular item up for bid at Sotheby's, and the personal stakes are high. Plus, Serena suspects that Carter (recurring guest star SEBASTIAN STAN) may be up to his old habits, Georgina (recurring guest star MICHELLE TRACHTENBERG) takes an interest in Dan and Vanessa begins to suspect that something isn't quite right with Scott (recurring guest star CHRIS RIGGI - "Lipstick Jungle," "Dare").

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    • 42 Minutes
    • EPISODE 47

    Season 3, Episode 4: Dan de Fleurette

    It's the first day of school at Constance Billard which means it's also time for Jenny to take her rightful place as the new Queen Bee. Unfortunately for Jenny, Blair is more than happy to intervene whennews reaches her that she may be needed back at Constance. Meanwhile, Lily returns home to Rufus and her family to find that thingsare definitely not as she left them. Plus, a famous movie actress, Olivia Burke (recurring guest star HILARY DUFF - A Cinderella Story, Material Girls, Lizzie McGuire), enrolls at NYU in hopes of having a somewhat normal college experience, and is assigned to be Vanessa's roommate. Guest star TYRA BANKS (The Tyra Show, America's Next Top Model) appears as Ursula, an actress co-starring in Olivia's movie and someone who Serena befriends.

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    It's the first day of school at Constance Billard which means it's also time for Jenny to take her rightful place as the new Queen Bee. Unfortunately for Jenny, Blair is more than happy to intervene whennews reaches her that she may be needed back at Constance. Meanwhile, Lily returns home to Rufus and her family to find that thingsare definitely not as she left them. Plus, a famous movie actress, Olivia Burke (recurring guest star HILARY DUFF - A Cinderella Story, Material Girls, Lizzie McGuire), enrolls at NYU in hopes of having a somewhat normal college experience, and is assigned to be Vanessa's roommate. Guest star TYRA BANKS (The Tyra Show, America's Next Top Model) appears as Ursula, an actress co-starring in Olivia's movie and someone who Serena befriends.

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    • 42 Minutes
    • EPISODE 48

    Season 3, Episode 5: Rufus Getting Married

    Lily and Rufus decide to move up their wedding to the next day, but will someone or something come between them before they can become married? Chuck discovers a secret that Carter (recurring guest star SEBASTIAN STAN) has been keeping from Serena. Dan and Vanessa are pulled into one of Georgina's (recurring guest star MICHELLE TRACHTENBERG) schemes. Blair is suspect of Bree (recurring guest star JoANNA GARCIA) and shares her concerns with Nate. Musical group SONIC YOUTH performs.

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    Lily and Rufus decide to move up their wedding to the next day, but will someone or something come between them before they can become married? Chuck discovers a secret that Carter (recurring guest star SEBASTIAN STAN) has been keeping from Serena. Dan and Vanessa are pulled into one of Georgina's (recurring guest star MICHELLE TRACHTENBERG) schemes. Blair is suspect of Bree (recurring guest star JoANNA GARCIA) and shares her concerns with Nate. Musical group SONIC YOUTH performs.

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    • EPISODE 49

    Season 3, Episode 6: Enough About Eve

    Vanessa, hoping to finally win the approval of her mother, Gabriela (guest star GINA TORRES - 24, Alias, Firefly), desperately vies with Blair for the honor of delivering the freshman toast at NYU, but at what price? Dan invites Olivia (recurring guest star HILARY DUFF) 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 (recurring guest star SEBASTIAN STAN).

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    Vanessa, hoping to finally win the approval of her mother, Gabriela (guest star GINA TORRES - 24, Alias, Firefly), desperately vies with Blair for the honor of delivering the freshman toast at NYU, but at what price? Dan invites Olivia (recurring guest star HILARY DUFF) 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 (recurring guest star SEBASTIAN STAN).

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    • EPISODE 50

    Season 3, Episode 7: How to Succeed in Bassness

    In need of publicity for his new hotel, Chuck decides to move up his club's opening and enlists Serena's help to get the word out to her celebrity clients. Feeling left out of the planning, Blair attempts to win Chuck's approval by secretly helping him with a problem concerning opening night. Dan is unnerved when he finally watches one of Olivia's (recurring guest star HILARY DUFF) infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson (recurring guest star SIMON MILLER - Elah and the Moon). Jenny is forcedto choose between her relationship with Eric (recurring guest star CONNOR PAOLO) and her new role as Queen Bee. Plus, Rufus gets Lily into the Halloween spirit. Musician ALBERT HAMMOND JR. (The Strokes) performs.

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    In need of publicity for his new hotel, Chuck decides to move up his club's opening and enlists Serena's help to get the word out to her celebrity clients. Feeling left out of the planning, Blair attempts to win Chuck's approval by secretly helping him with a problem concerning opening night. Dan is unnerved when he finally watches one of Olivia's (recurring guest star HILARY DUFF) infamous sex scenes with co-star and real-life boyfriend at the time, Patrick Robinson (recurring guest star SIMON MILLER - Elah and the Moon). Jenny is forcedto choose between her relationship with Eric (recurring guest star CONNOR PAOLO) and her new role as Queen Bee. Plus, Rufus gets Lily into the Halloween spirit. Musician ALBERT HAMMOND JR. (The Strokes) performs.

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    • EPISODE 51

    Season 3, Episode 8: The Grandfather, Pt. 2

    Olivia (recurring guest star HILARY DUFF) says something she regrets during an appearance on a talk show with host JIMMY FALLON (guest starring as himself) and tries to keep Dan from finding out. With election day around the corner, Nate suspects his grandfather (recurring guest star JAMES NAUGHTON) will stop at nothing to get Tripp (recurring guest star AARON TVEIT) elected to Congress. In the midst of another feud with Serena, Blair befriends a new It girl. In an effort to make Serena jealous, Blair takes her new friend to an election night party at Chuck's hotel.

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    Olivia (recurring guest star HILARY DUFF) says something she regrets during an appearance on a talk show with host JIMMY FALLON (guest starring as himself) and tries to keep Dan from finding out. With election day around the corner, Nate suspects his grandfather (recurring guest star JAMES NAUGHTON) will stop at nothing to get Tripp (recurring guest star AARON TVEIT) elected to Congress. In the midst of another feud with Serena, Blair befriends a new It girl. In an effort to make Serena jealous, Blair takes her new friend to an election night party at Chuck's hotel.

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    • EPISODE 52

    Season 3, Episode 9: They Shoot Humphreys, Don't They?

    Not satisfied with just being Queen of Constance Billard, Jenny sets her sights on becoming the queen of all the Upper East Side by landing the hottest escort for Cotillion. Nate and Chuck plot to help Serena and Blair repair their damaged friendship. Dan is upset when Olivia (recurring guest star HILARY DUFF) contemplates leaving school for a movie project. Plus, all-girl French rock band PLASTISCINES performs.

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    Not satisfied with just being Queen of Constance Billard, Jenny sets her sights on becoming the queen of all the Upper East Side by landing the hottest escort for Cotillion. Nate and Chuck plot to help Serena and Blair repair their damaged friendship. Dan is upset when Olivia (recurring guest star HILARY DUFF) contemplates leaving school for a movie project. Plus, all-girl French rock band PLASTISCINES performs.

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    • EPISODE 53

    Season 3, Episode 10: The Last Days of Disco Stick!

    Hoping to impress the elitist theater kids at NYU, Blair sets her sights on landing a private concert with the hottest musical performer of the year, LADY GAGA (in a special guest performance). Dan and Olivia (recurring guest star HILARY DUFF) sign up to write and star in a school play, based on an idea by Blair and directed by Vanessa. With Blair out of the picture, Serena turns to Nate to help her get through a difficult situation. As a favor to Chuck, Jenny agrees to hang out with Damian (recurring guest star KEVIN ZEGERS - Transamerica, The Jane Austen Book Club, Dawn of the Dead), the son of an ambassador who is staying at Chuck's hotel, but the experience proves to be a lot more intriguing than she expected.

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    Hoping to impress the elitist theater kids at NYU, Blair sets her sights on landing a private concert with the hottest musical performer of the year, LADY GAGA (in a special guest performance). Dan and Olivia (recurring guest star HILARY DUFF) sign up to write and star in a school play, based on an idea by Blair and directed by Vanessa. With Blair out of the picture, Serena turns to Nate to help her get through a difficult situation. As a favor to Chuck, Jenny agrees to hang out with Damian (recurring guest star KEVIN ZEGERS - Transamerica, The Jane Austen Book Club, Dawn of the Dead), the son of an ambassador who is staying at Chuck's hotel, but the experience proves to be a lot more intriguing than she expected.

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    • EPISODE 54

    Season 3, Episode 11: The Treasure of Serena Madre

    How about an extra helping of drama this holiday season? It just wouldn't be Thanksgiving on the Upper East Side without it. Blair suspects her mom (recurring guest star MARGARET COLIN) has been keeping a big secret from her, but it turns out to be something else entirely. Vanessa is supposed to spend Thanksgiving with her parents, but has a fight with her mom (recurring guest star GINA TORRES) and shows up on Dan's doorstep. Meanwhile, Rufus learns that Lily has been lying to him about her mother, Cece (recurring guest star CAROLINE LAGERFELT), and Chuck tells Nate that he has some potentially damaging information about one of their friends. Plus, Jenny learns that Eric (recurring guest star CONNOR PAOLO) was behind her very public embarrassment at Cotillion and can't pass up a chance to get even. And Serena is put in very awkward position when her mother invites Tripp (recurring guest star AARON TVEIT) & Maureen (recurring guest star HOLLEY FAIN) to join them for Thanksgiving dinner.

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    How about an extra helping of drama this holiday season? It just wouldn't be Thanksgiving on the Upper East Side without it. Blair suspects her mom (recurring guest star MARGARET COLIN) has been keeping a big secret from her, but it turns out to be something else entirely. Vanessa is supposed to spend Thanksgiving with her parents, but has a fight with her mom (recurring guest star GINA TORRES) and shows up on Dan's doorstep. Meanwhile, Rufus learns that Lily has been lying to him about her mother, Cece (recurring guest star CAROLINE LAGERFELT), and Chuck tells Nate that he has some potentially damaging information about one of their friends. Plus, Jenny learns that Eric (recurring guest star CONNOR PAOLO) was behind her very public embarrassment at Cotillion and can't pass up a chance to get even. And Serena is put in very awkward position when her mother invites Tripp (recurring guest star AARON TVEIT) & Maureen (recurring guest star HOLLEY FAIN) to join them for Thanksgiving dinner.

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    • EPISODE 55

    Season 3, Episode 12: The Debarted

    On the anniversary of the death of Bart Bass, Chuck wrestles with an issue from the past and a serious car accident rocks the Upper East Side. Dan and Vanessa attempt to navigate their newly complicated friendship. And when Jenny is accused of beating up one of her classmates, Eric (recurring guest star CONNOR PAOLO) is faced with a tough dilemma.

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    On the anniversary of the death of Bart Bass, Chuck wrestles with an issue from the past and a serious car accident rocks the Upper East Side. Dan and Vanessa attempt to navigate their newly complicated friendship. And when Jenny is accused of beating up one of her classmates, Eric (recurring guest star CONNOR PAOLO) is faced with a tough dilemma.

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    • EPISODE 56

    Season 3, Episode 13: The Hurt Locket

    Nate and Serena explore the boundaries of their friendship. Blair suspects that Chuck is having problems forgetting about the woman (recurring guest star LAURA HARRING - The Shield, Mulholland Drive, Sunset Beach) he saw at his father's grave. Jenny agrees to help Damien (recurring guest star KEVIN ZEGERS) overcome a challenge he faces. 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.

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    Nate and Serena explore the boundaries of their friendship. Blair suspects that Chuck is having problems forgetting about the woman (recurring guest star LAURA HARRING - The Shield, Mulholland Drive, Sunset Beach) he saw at his father's grave. Jenny agrees to help Damien (recurring guest star KEVIN ZEGERS) overcome a challenge he faces. 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.

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    • EPISODE 57

    Season 3, Episode 14: The Lady Vanished

    Chuck learns more about the woman (recurring guest star LAURA HARRING - The Shield, Mulholland Drive, Sunset Beach) who may or may not be his mother. Dan and Vanessa struggle through the awkwardness of dating other people. Plus, Rufus and Lily grow suspect of Jenny's relationship with Damien (recurring guest star KEVIN ZEGERS).

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    Chuck learns more about the woman (recurring guest star LAURA HARRING - The Shield, Mulholland Drive, Sunset Beach) who may or may not be his mother. Dan and Vanessa struggle through the awkwardness of dating other people. Plus, Rufus and Lily grow suspect of Jenny's relationship with Damien (recurring guest star KEVIN ZEGERS).

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    • EPISODE 58

    Season 3, Episode 15: The Sixteen Year Old Virgin

    Jenny contemplates taking her relationship with Damian (recurring guest star KEVIN ZEGERS) to the next level, and Nate and Serena clash over how to handle the situation. Meanwhile, a bogus lawsuit threatens to shut down Chuck's hotel, and he suspects his uncle, Jack Bass (recurring guest star DESMOND HARRINGTON), is behind it. Chuck's doubt that his mother (recurring guest star LAURA HARRING) may not be who she claims to be could destroy their newly formed bond. Plus, Dan and Vanessa attempt to define the different "zones" of their relationship, and Lily and Rufus try to trust one another.

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    Jenny contemplates taking her relationship with Damian (recurring guest star KEVIN ZEGERS) to the next level, and Nate and Serena clash over how to handle the situation. Meanwhile, a bogus lawsuit threatens to shut down Chuck's hotel, and he suspects his uncle, Jack Bass (recurring guest star DESMOND HARRINGTON), is behind it. Chuck's doubt that his mother (recurring guest star LAURA HARRING) may not be who she claims to be could destroy their newly formed bond. Plus, Dan and Vanessa attempt to define the different "zones" of their relationship, and Lily and Rufus try to trust one another.

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    • EPISODE 59

    Season 3, Episode 16: The Empire Strikes Jack

    Chuck, once again, finds himself at odds with his uncle, Jack Bass (recurring guest star DESMOND HARRINGTON). Eleanor (recurring guest star MARGARET COLIN) puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to have her help with Eleanor's fashion show, but the opportunity takes a turn for the worse when Jenny learns that Agnes (recurring guest star WILLA HOLLAND) will be one of the models.

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    Chuck, once again, finds himself at odds with his uncle, Jack Bass (recurring guest star DESMOND HARRINGTON). Eleanor (recurring guest star MARGARET COLIN) puts Blair in charge of making sure her latest fashion show is a huge success with an important client. Rufus attempts to get Jenny back on track by volunteering to have her help with Eleanor's fashion show, but the opportunity takes a turn for the worse when Jenny learns that Agnes (recurring guest star WILLA HOLLAND) will be one of the models.

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    • EPISODE 60

    Season 3, Episode 17: Inglorious Bassterds

    Chuck and Blair are faced with the most difficult decision they have ever faced as a couple. Serena plans a surprise birthday party for Nate, but Jenny does her best to sabotage Serenas's efforts. Meanwhile, Dan and Vanessa's new relationship hits a bump in the road.

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    Chuck and Blair are faced with the most difficult decision they have ever faced as a couple. Serena plans a surprise birthday party for Nate, but Jenny does her best to sabotage Serenas's efforts. Meanwhile, Dan and Vanessa's new relationship hits a bump in the road.

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    • EPISODE 61

    Season 3, Episode 18: The Unblairable Lightness of Being

    Chuck offers to throw a wedding for a very pregnant Dorota (recurring guest star ZUZANNA SZADKOWSKI) who insists that she and Vanya (recurring guest star AARON SCHWARTZ) have a traditional wedding before her parents arrive from Poland and find their daughter pregnant and without a husband. Dorota asks Blair and Chuck to be part of the ceremony and walk her down the aisle. Serena tells Nate she is having breakfast with the Humphreys when in reality she is secretly meeting up with Carter Baizen (recurring guest star SEBASTIAN STAN). Plus, Rufus discovers that Lily has been lying to him about her whereabouts.

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    Chuck offers to throw a wedding for a very pregnant Dorota (recurring guest star ZUZANNA SZADKOWSKI) who insists that she and Vanya (recurring guest star AARON SCHWARTZ) have a traditional wedding before her parents arrive from Poland and find their daughter pregnant and without a husband. Dorota asks Blair and Chuck to be part of the ceremony and walk her down the aisle. Serena tells Nate she is having breakfast with the Humphreys when in reality she is secretly meeting up with Carter Baizen (recurring guest star SEBASTIAN STAN). Plus, Rufus discovers that Lily has been lying to him about her whereabouts.

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    • EPISODE 62

    Season 3, Episode 19: Dr. Estrangeloved

    When Lily's ex-husband Dr. William van der Woodsen (recurring guest star WILLIAM "BILLY" BALDWIN – Dirty Sexy Money, Backdraft), shows up unexpectedly in Manhattan, Serena finally gets the reunion with her father she has so desperately wanted - but the circumstances turn out to be far from ideal. Meanwhile, Serena and Nate continue to have relationship issues, and a scheming Jenny is more than happy to be a shoulder for Nate to lean on. Plus, Dan finds out that he didn't get accepted into the Tisch writing program and Vanessa admits she may have been somewhat responsible.

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    When Lily's ex-husband Dr. William van der Woodsen (recurring guest star WILLIAM "BILLY" BALDWIN – Dirty Sexy Money, Backdraft), shows up unexpectedly in Manhattan, Serena finally gets the reunion with her father she has so desperately wanted - but the circumstances turn out to be far from ideal. Meanwhile, Serena and Nate continue to have relationship issues, and a scheming Jenny is more than happy to be a shoulder for Nate to lean on. Plus, Dan finds out that he didn't get accepted into the Tisch writing program and Vanessa admits she may have been somewhat responsible.

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    • EPISODE 63

    Season 3, Episode 20: It's a Dad, Dad, Dad, Dad World

    Will's (recurring guest star WILLIAM "BILLY" BALDWIN) return to the Upper East Side continues to stir up problems for Serena, Lily and Will's long-standing rival, Rufus. The relationship between Serena and Jenny is strained as a result of Jenny's deception. Blair spends time on the Columbia campus and realizes where she truly belongs. And Dan learns that Vanessa has been keeping yet another secret from him.

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    Will's (recurring guest star WILLIAM "BILLY" BALDWIN) return to the Upper East Side continues to stir up problems for Serena, Lily and Will's long-standing rival, Rufus. The relationship between Serena and Jenny is strained as a result of Jenny's deception. Blair spends time on the Columbia campus and realizes where she truly belongs. And Dan learns that Vanessa has been keeping yet another secret from him.

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    • EPISODE 64

    Season 3, Episode 21: Ex-Husbands and Wives

    When things get tense between Rufus and Will (recurring guest star WILLIAM "BILLY" BALDWIN), Serena chooses to stand behind her father, while Rufus is made to feel like an outsider within his own family. Meanwhile, Jenny deliberately shares information with Will that may ultimately destroy Lily and Rufus' marriage. And, after many failed attempts, Chuck makes one last grand gesture to reconcile with Blair, hoping she will finally accept the fact that they are destined to be together.

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    When things get tense between Rufus and Will (recurring guest star WILLIAM "BILLY" BALDWIN), Serena chooses to stand behind her father, while Rufus is made to feel like an outsider within his own family. Meanwhile, Jenny deliberately shares information with Will that may ultimately destroy Lily and Rufus' marriage. And, after many failed attempts, Chuck makes one last grand gesture to reconcile with Blair, hoping she will finally accept the fact that they are destined to be together.

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    • EPISODE 65

    Season 3, Episode 22: Last Tango, Then Paris

    In the third season finale, Blair must decide whether to meet Chuck at the top of the Empire State Building or risk losing their future together. A Gossip Girl gossip bomb involving Dan explodes Serena and Nate's relationship. Dorota (recurring guest star ZUZANNA SZADKOWSKI) and Vanya (recurring guest star AARON SCHWARTZ) welcome their baby. Jenny hits rock bottom. Plus, Georgina (recurring guest star MICHELLE TRACHTENBERG) returns to the Upper East Side … and she has an agenda.

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    In the third season finale, Blair must decide whether to meet Chuck at the top of the Empire State Building or risk losing their future together. A Gossip Girl gossip bomb involving Dan explodes Serena and Nate's relationship. Dorota (recurring guest star ZUZANNA SZADKOWSKI) and Vanya (recurring guest star AARON SCHWARTZ) welcome their baby. Jenny hits rock bottom. Plus, Georgina (recurring guest star MICHELLE TRACHTENBERG) returns to the Upper East Side … and she has an agenda.

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    • EPISODE 66

    Season 4, Episode 1: Belles de Jour

    Season four kicks off in the City of Lights - Paris! Blair has spent a fabulous summer in Paris without realizing Chuck, her former love, has been shot. Yet as much as Blair tries to distract herself from the pain Chuck caused her by sleeping with Jenny Humphrey, his mysterious appearance in Paris with a beautiful new woman will force both of them to face what happened. Serena has been enjoying a Parisian summer of love with boys, Blair and Balenciaga as she tries to avoid the inevitable decision about which of her two longtime beaus, Dan or Nate, she should return to. Meanwhile, back on the Upper East Side of Manhattan, Nate meets an intriguing girl, Juliet, who helps him realize that his summer of sexual conquests was his way of avoiding his unresolved feelings for Serena. Plus, Dan's baby mama drama continues with Georgina and the van der Woodsen apartment is buzzing with activity as a "Fashion's Night Out" event is planned.

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    Season four kicks off in the City of Lights - Paris! Blair has spent a fabulous summer in Paris without realizing Chuck, her former love, has been shot. Yet as much as Blair tries to distract herself from the pain Chuck caused her by sleeping with Jenny Humphrey, his mysterious appearance in Paris with a beautiful new woman will force both of them to face what happened. Serena has been enjoying a Parisian summer of love with boys, Blair and Balenciaga as she tries to avoid the inevitable decision about which of her two longtime beaus, Dan or Nate, she should return to. Meanwhile, back on the Upper East Side of Manhattan, Nate meets an intriguing girl, Juliet, who helps him realize that his summer of sexual conquests was his way of avoiding his unresolved feelings for Serena. Plus, Dan's baby mama drama continues with Georgina and the van der Woodsen apartment is buzzing with activity as a "Fashion's Night Out" event is planned.

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    • EPISODE 67

    Season 4, Episode 2: Double Identity

    Living out a real-life fairytale in Paris, Blair is pursued by a handsome young man, Louis (guest star HUGO BECKER), whom Blair suspects is a member of Monaco's royal family. A very concerned Lily asks Serena to help her find Chuck, who hasn't been heard from or seen in months. Meanwhile, Chuck Bass is as we've never seen him before, adjusting to a fresh start in Paris with a mysterious new woman, Eva (recurring guest star CLÉMENCE POÉSY), at his side. And Juliet (recurring guest star KATIE CASSIDY) offers to help Nate win Serena back, suggesting that by reigniting the romance between Dan and Vanessa, it may remove Dan from the Dan-Serena-Nate love triangle.

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    Living out a real-life fairytale in Paris, Blair is pursued by a handsome young man, Louis (guest star HUGO BECKER), whom Blair suspects is a member of Monaco's royal family. A very concerned Lily asks Serena to help her find Chuck, who hasn't been heard from or seen in months. Meanwhile, Chuck Bass is as we've never seen him before, adjusting to a fresh start in Paris with a mysterious new woman, Eva (recurring guest star CLÉMENCE POÉSY), at his side. And Juliet (recurring guest star KATIE CASSIDY) offers to help Nate win Serena back, suggesting that by reigniting the romance between Dan and Vanessa, it may remove Dan from the Dan-Serena-Nate love triangle.

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    • EPISODE 68

    Season 4, Episode 3: The Undergraduate

    It's back to the Upper East Side! On her first day at Columbia, Blair attempts to gain membership into an ultra-exclusive social club, Hamilton House, but she's in for a few big surprises. Serena begins to suspect that her life is being intentionally sabotaged by Juliet (recurring guest star KATIE CASSIDY), and that it may have something to do with Nate. Meanwhile, Rufus is worried about Dan and decides to take matters into his own hands.

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    It's back to the Upper East Side! On her first day at Columbia, Blair attempts to gain membership into an ultra-exclusive social club, Hamilton House, but she's in for a few big surprises. Serena begins to suspect that her life is being intentionally sabotaged by Juliet (recurring guest star KATIE CASSIDY), and that it may have something to do with Nate. Meanwhile, Rufus is worried about Dan and decides to take matters into his own hands.

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    • EPISODE 69

    Season 4, Episode 4: Touch of Eva

    Nate suspects that Juliet (recurring guest star KATIE CASSIDY) is keeping a big secret from him and decides to confront her. Blair schemes to undermine Chuck's newfound happiness. Dan finds himself torn between his feelings for Serena and Vanessa.

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    Nate suspects that Juliet (recurring guest star KATIE CASSIDY) is keeping a big secret from him and decides to confront her. Blair schemes to undermine Chuck's newfound happiness. Dan finds himself torn between his feelings for Serena and Vanessa.

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    • 42 Minutes
    • EPISODE 70

    Season 4, Episode 5: Goodbye, Columbia

    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 (guest star MARLYNE BARRETT – Damages, Kings, The Wire), who is a guest lecturer at Columbia, but a mysterious fellow student thwarts her plans to secure the prized position as Martha's assistant.

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    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 (guest star MARLYNE BARRETT – Damages, Kings, The Wire), who is a guest lecturer at Columbia, but a mysterious fellow student thwarts her plans to secure the prized position as Martha's assistant.

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    • 42 Minutes
    • EPISODE 71

    Season 4, Episode 6: Easy J

    Although Blair made it perfectly clear that Little J was no longer welcome in Manhattan after what happened with Chuck, Jenny is tempted by a once-in-a-lifetime opportunity to meet Tim Gunn (guest star TIM GUNN – Project Runway), which could be a game changer for her future. Meanwhile, Serena discovers something about her new boyfriend, Colin (guest star SAM PAGE – Mad Men, Desperate Housewives, Shark), that may put an end to their relationship just as it was getting good.

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    Although Blair made it perfectly clear that Little J was no longer welcome in Manhattan after what happened with Chuck, Jenny is tempted by a once-in-a-lifetime opportunity to meet Tim Gunn (guest star TIM GUNN – Project Runway), which could be a game changer for her future. Meanwhile, Serena discovers something about her new boyfriend, Colin (guest star SAM PAGE – Mad Men, Desperate Housewives, Shark), that may put an end to their relationship just as it was getting good.

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    • 42 Minutes
    • EPISODE 72

    Season 4, Episode 7: War At the Roses

    Blair is caught off-guard - and not in a good way - by a surprise guest at her birthday party. Having had enough of Chuck and Blair's games, Serena and Nate decide to plan an intervention. Musical guest ROBYN performs.

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    Blair is caught off-guard - and not in a good way - by a surprise guest at her birthday party. Having had enough of Chuck and Blair's games, Serena and Nate decide to plan an intervention. Musical guest ROBYN performs.

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    • 42 Minutes
    • EPISODE 73

    Season 4, Episode 8: Juliet Doesn't Live Here Anymore

    Chuck and Blair decide it's in both of their best interests to put the past behind them and end their vindictive games. Nate confronts Juliet (recurring guest star KATIE CASSIDY) after discovering a secret she has been keeping from everyone. Dan and Nate realize they both still have feelings for Serena.

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    Chuck and Blair decide it's in both of their best interests to put the past behind them and end their vindictive games. Nate confronts Juliet (recurring guest star KATIE CASSIDY) after discovering a secret she has been keeping from everyone. Dan and Nate realize they both still have feelings for Serena.

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    • 42 Minutes
    • EPISODE 74

    Season 4, Episode 9: The Witches of Bushwick

    Chuck hosts a "Saints and Sinners" masquerade party at the Empire Hotel. At the party, Dan and Nate don't know what to make of Serena's strange behavior and mixed messages. Blair sets her sights on becoming the new face of Anne Archibald's (recurring guest star FRANCIE SWIFT – The Good Wife) foundation for girls, but Anne is concerned that Blair's friendship with Chuck Bass may be problematic. Recurring guest star KATIE CASSIDY appears as Juliet.

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    • 42 Minutes

    Chuck hosts a "Saints and Sinners" masquerade party at the Empire Hotel. At the party, Dan and Nate don't know what to make of Serena's strange behavior and mixed messages. Blair sets her sights on becoming the new face of Anne Archibald's (recurring guest star FRANCIE SWIFT – The Good Wife) foundation for girls, but Anne is concerned that Blair's friendship with Chuck Bass may be problematic. Recurring guest star KATIE CASSIDY appears as Juliet.

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    • 42 Minutes
    • EPISODE 75

    Season 4, Episode 10: Gaslit

    Chuck, Serena, Blair, Dan, Jenny and Eric (recurring guest star CONNOR PAOLO) find themselves faced with a crisis when a member of one of their families is hospitalized. Meanwhile, Nate attempts to help his parents, the Captain (recurring guest star SAM ROBARDS) and Anne (recurring guest star FRANCIE SWIFT), put their complicated past behind them and reconcile. Recurring guest star KATIE CASSIDY appears as Juliet.

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    Chuck, Serena, Blair, Dan, Jenny and Eric (recurring guest star CONNOR PAOLO) find themselves faced with a crisis when a member of one of their families is hospitalized. Meanwhile, Nate attempts to help his parents, the Captain (recurring guest star SAM ROBARDS) and Anne (recurring guest star FRANCIE SWIFT), put their complicated past behind them and reconcile. Recurring guest star KATIE CASSIDY appears as Juliet.

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    • 42 Minutes
    • EPISODE 76

    Season 4, Episode 11: The Townie

    Blair and Dan join forces to track down Juliet (recurring guest star KATIE CASSIDY), who is missing in action. Meanwhile, Chuck begins to suspect Lily isn't telling him the full truth. Recurring guest star KEVIN ZEGERS (Transamerica, Dawn of the Dead) appears as Damien.

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    Blair and Dan join forces to track down Juliet (recurring guest star KATIE CASSIDY), who is missing in action. Meanwhile, Chuck begins to suspect Lily isn't telling him the full truth. Recurring guest star KEVIN ZEGERS (Transamerica, Dawn of the Dead) appears as Damien.

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    • 42 Minutes
    • EPISODE 77

    Season 4, Episode 12: The Kids Are Not Alright

    A former associate of Chuck's father, Russell Thorpe (recurring guest star MICHAEL BOATMAN – The Good Wife, Spin City, Arli$$) - along with his daughter, Raina (recurring guest star TIKA SUMPTER – One Life to Live) - returns to Manhattan with some unfinished business for our Upper East Siders. Plus, Serena and Chuck join forces against Lily, and Blair realizes that her mother, Eleanor (recurring guest star MARGARET COLIN), may be the key to her becoming a future CEO. Meanwhile, Nate worries that his father, the Captain (recurring guest star SAM ROBARDS), is having a little too much fun and not taking his parole seriously.

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    A former associate of Chuck's father, Russell Thorpe (recurring guest star MICHAEL BOATMAN – The Good Wife, Spin City, Arli$$) - along with his daughter, Raina (recurring guest star TIKA SUMPTER – One Life to Live) - returns to Manhattan with some unfinished business for our Upper East Siders. Plus, Serena and Chuck join forces against Lily, and Blair realizes that her mother, Eleanor (recurring guest star MARGARET COLIN), may be the key to her becoming a future CEO. Meanwhile, Nate worries that his father, the Captain (recurring guest star SAM ROBARDS), is having a little too much fun and not taking his parole seriously.

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    • EPISODE 78

    Season 4, Episode 13: Damien Darko

    Blair is ecstatic to land an internship at W magazine, but the thrill quickly fades when she finds out that Dan has secured one of the coveted positions as well. Chuck may have finally met his match now that Russell Thorpe (recurring guest star MICHAEL BOATMAN) and his daughter, Raina (recurring guest star TIKA SUMPTER), are back on the Upper East Side. Meanwhile, Nate receives alarming news about his father's (recurring guest star SAM ROBARDS) business prospects.

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    Blair is ecstatic to land an internship at W magazine, but the thrill quickly fades when she finds out that Dan has secured one of the coveted positions as well. Chuck may have finally met his match now that Russell Thorpe (recurring guest star MICHAEL BOATMAN) and his daughter, Raina (recurring guest star TIKA SUMPTER), are back on the Upper East Side. Meanwhile, Nate receives alarming news about his father's (recurring guest star SAM ROBARDS) business prospects.

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    • EPISODE 79

    Season 4, Episode 14: Panic Roommates

    Blair enlists Nate's help to win over her high-strung boss, Epperly (recurring guest star CAITLIN FITZGERALD – It's Complicated), at W magazine. Meanwhile, Damien (recurring guest star KEVIN ZEGERS) stirs up more drama on the Upper East Side and Chuck finds himself torn between business and pleasure. Plus, musical sensation FLORENCE AND THE MACHINE performs an acoustic version of "Cosmic Love."

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    Blair enlists Nate's help to win over her high-strung boss, Epperly (recurring guest star CAITLIN FITZGERALD – It's Complicated), at W magazine. Meanwhile, Damien (recurring guest star KEVIN ZEGERS) stirs up more drama on the Upper East Side and Chuck finds himself torn between business and pleasure. Plus, musical sensation FLORENCE AND THE MACHINE performs an acoustic version of "Cosmic Love."

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    • EPISODE 80

    Season 4, Episode 15: It-Girl Happened One Night

    With Russell Thorpe (recurring guest star MICHAEL BOATMAN) poised for a takeover attempt of Bass Industries, Chuck makes one last-ditch effort to save his family's company. Meanwhile, Blair is given a challenging assignment at W magazine with the promise of a possible promotion, and Serena struggles with her feelings for Ben (recurring guest star DAVID CALL – Rescue Me, Fringe).

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    With Russell Thorpe (recurring guest star MICHAEL BOATMAN) poised for a takeover attempt of Bass Industries, Chuck makes one last-ditch effort to save his family's company. Meanwhile, Blair is given a challenging assignment at W magazine with the promise of a possible promotion, and Serena struggles with her feelings for Ben (recurring guest star DAVID CALL – Rescue Me, Fringe).

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    • EPISODE 81

    Season 4, Episode 16: While You Weren't Sleeping

    It wouldn't be a proper Upper East Side party without some major Gossip Girl drama, and for Eric's (recurring guest star CONNOR PAOLO) 18th birthday celebration there is plenty to go around. Blair decides to speed up the time table on her career path to becoming a powerful woman, but ultimately stretches herself too thin. Serena is forced to choose between her family and Ben (recurring guest star DAVID CALL). And Chuck and Lily's relationship remains icy in the aftermath of Lily's betrayal.

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    It wouldn't be a proper Upper East Side party without some major Gossip Girl drama, and for Eric's (recurring guest star CONNOR PAOLO) 18th birthday celebration there is plenty to go around. Blair decides to speed up the time table on her career path to becoming a powerful woman, but ultimately stretches herself too thin. Serena is forced to choose between her family and Ben (recurring guest star DAVID CALL). And Chuck and Lily's relationship remains icy in the aftermath of Lily's betrayal.

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    • EPISODE 82

    Season 4, Episode 17: Empire of the Son

    Ben's (recurring guest star DAVID CALL) mother (guest star MARSHA DIETLEIN BENNETT – Little Children) comes to town, forcing issues to the surface between Ben and Serena. Meanwhile, Russell Thorpe (recurring guest star MICHAEL BOATMAN) is determined to destroy Chuck's family legacy, but he risks alienating his daughter, Raina (recurring guest star TIKA SUMPTER), in the process. Plus, recurring guest star BILLY BALDWIN appears as William van der Woodsen, Lily's ex-husband and Serena and Eric's father.

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    Ben's (recurring guest star DAVID CALL) mother (guest star MARSHA DIETLEIN BENNETT – Little Children) comes to town, forcing issues to the surface between Ben and Serena. Meanwhile, Russell Thorpe (recurring guest star MICHAEL BOATMAN) is determined to destroy Chuck's family legacy, but he risks alienating his daughter, Raina (recurring guest star TIKA SUMPTER), in the process. Plus, recurring guest star BILLY BALDWIN appears as William van der Woodsen, Lily's ex-husband and Serena and Eric's father.

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    • EPISODE 83

    Season 4, Episode 18: The Kids Stay in the Picture

    As Lily awaits the consequences of her decision, William van der Woodsen (recurring guest star BILLY BALDWIN), CeCe (recurring guest star CAROLINE LAGERFELT) and Lily's sister, Carol (recurring guest star SHEILA KELLEY – Sisters, L.A. Law, Lost, Matchstick Men), 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 (recurring guest star KAYLEE DeFER – Flicka, The War at Home), far away from the Upper East Side, Charlie has followed her to New York to meet Serena and the rest of the family. Meanwhile, Blair has an epiphany about her future, and grapples with the knowledge of whom she's destined to be with.

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    As Lily awaits the consequences of her decision, William van der Woodsen (recurring guest star BILLY BALDWIN), CeCe (recurring guest star CAROLINE LAGERFELT) and Lily's sister, Carol (recurring guest star SHEILA KELLEY – Sisters, L.A. Law, Lost, Matchstick Men), 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 (recurring guest star KAYLEE DeFER – Flicka, The War at Home), far away from the Upper East Side, Charlie has followed her to New York to meet Serena and the rest of the family. Meanwhile, Blair has an epiphany about her future, and grapples with the knowledge of whom she's destined to be with.

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    • EPISODE 84

    Season 4, Episode 19: Petty in Pink

    Serena enlists Charlie (recurring guest star KAYLEE DeFER) to go undercover, Gossip Girl–style, to determine why Dan and Blair are spending so much time together and what role an unexpected visitor is playing in their lives. Meanwhile, with Nate's help, Raina (recurring guest star TIKA SUMPTER) decides to go on a search for her long-lost mother, and Chuck's hopes about his legacy are dashed with the reveal of devastating information from the past.

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    Serena enlists Charlie (recurring guest star KAYLEE DeFER) to go undercover, Gossip Girl–style, to determine why Dan and Blair are spending so much time together and what role an unexpected visitor is playing in their lives. Meanwhile, with Nate's help, Raina (recurring guest star TIKA SUMPTER) decides to go on a search for her long-lost mother, and Chuck's hopes about his legacy are dashed with the reveal of devastating information from the past.

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    • EPISODE 85

    Season 4: Episode 20: The Princesses and the Frog

    Blair's dreams appear to be coming true, but Serena threatens to jeopardize it all by dredging up Blair's past. Charlie (recurring guest star KAYLEE DeFER) befriends Vanessa, who may or may not have a hidden agenda. Nate is torn between his relationship with Raina (recurring guest star TIKA SUMPTER) and a truth he must keep hidden out of loyalty to Chuck.

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    Blair's dreams appear to be coming true, but Serena threatens to jeopardize it all by dredging up Blair's past. Charlie (recurring guest star KAYLEE DeFER) befriends Vanessa, who may or may not have a hidden agenda. Nate is torn between his relationship with Raina (recurring guest star TIKA SUMPTER) and a truth he must keep hidden out of loyalty to Chuck.

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    • EPISODE 86

    Season 4, Episode 21: Shattered Bass

    Charlie (recurring guest star KAYLEE DeFER) is finally starting to feel less like a fish-out-of-water with Serena and her friends, but complications present themselves when Charlie is invited to attend the Constance Billard alumni fundraiser. On the road to "happily ever after," Blair finds herself torn between the men in her life, and Jack Bass' (recurring guest star DESMOND HARRINGTON) return to the Upper East Side sets off a chain of events that could end up destroying Chuck and those closest to him.

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    Charlie (recurring guest star KAYLEE DeFER) is finally starting to feel less like a fish-out-of-water with Serena and her friends, but complications present themselves when Charlie is invited to attend the Constance Billard alumni fundraiser. On the road to "happily ever after," Blair finds herself torn between the men in her life, and Jack Bass' (recurring guest star DESMOND HARRINGTON) return to the Upper East Side sets off a chain of events that could end up destroying Chuck and those closest to him.

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    • EPISODE 87

    Season 4, Episode 22: The Wrong Goodbye

    The explosive season four finale features the return of Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG) and Constance Billard mean girls Kati and Is (recurring guest stars NAN ZHANG and NICOLE FISCELLA), a cameo by Gossip Girl author CECILY VON ZIEGESAR, a musical performance by AIRBORNE TOXIC EVENT and - oh, yeah - a few very juicy cliffhangers.

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    The explosive season four finale features the return of Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG) and Constance Billard mean girls Kati and Is (recurring guest stars NAN ZHANG and NICOLE FISCELLA), a cameo by Gossip Girl author CECILY VON ZIEGESAR, a musical performance by AIRBORNE TOXIC EVENT and - oh, yeah - a few very juicy cliffhangers.

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    • 42 Minutes
    • EPISODE 88

    Season 5, Episode 1: Yes, Then Zero

    In the fifth season premiere, Serena loves her new job in Hollywood, but makes a costly misstep when she tries to impress her boss (recurring guest star MICHAEL MICHELE – ER, Homicide: Life on the Street, Ali). Chuck and Nate arrive in Los Angeles as the last stop of their trip around the globe, joining Serena at a glamorous Hollywood Hills party, where Nate meets a sexy older woman (recurring guest star ELIZABETH HURLEY). Meanwhile, Blair and Louis (recurring guest star HUGO BECKER) return from Monaco and begin planning their royal wedding, but when Louis refuses to stand up to his family and support Blair's choices, his weakness threatens their relationship. Plus, a magazine is planning to run an excerpt of Dan's book until an unlikely ally steps in to help him kill the story.

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    In the fifth season premiere, Serena loves her new job in Hollywood, but makes a costly misstep when she tries to impress her boss (recurring guest star MICHAEL MICHELE – ER, Homicide: Life on the Street, Ali). Chuck and Nate arrive in Los Angeles as the last stop of their trip around the globe, joining Serena at a glamorous Hollywood Hills party, where Nate meets a sexy older woman (recurring guest star ELIZABETH HURLEY). Meanwhile, Blair and Louis (recurring guest star HUGO BECKER) return from Monaco and begin planning their royal wedding, but when Louis refuses to stand up to his family and support Blair's choices, his weakness threatens their relationship. Plus, a magazine is planning to run an excerpt of Dan's book until an unlikely ally steps in to help him kill the story.

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    • 42 Minutes
    • EPISODE 89

    Season 5, Episode 2: Beauty and the Feast

    Nate reconnects unexpectedly with Diana (recurring guest star ELIZABETH HURLEY), 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. Meanwhile, Blair's future sister-in-law, Beatrice (recurring guest star ROXANE MESQUIDA – The Last Mistress, Kaboom), arrives from Monaco, but her motives with Blair may be more than just to get acquainted.

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    Nate reconnects unexpectedly with Diana (recurring guest star ELIZABETH HURLEY), 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. Meanwhile, Blair's future sister-in-law, Beatrice (recurring guest star ROXANE MESQUIDA – The Last Mistress, Kaboom), arrives from Monaco, but her motives with Blair may be more than just to get acquainted.

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    • 42 Minutes
    • EPISODE 90

    Season 5, Episode 3: The Jewel of Denial

    At Diana's (recurring guest star ELIZABETH HURLEY) request, Nate must decide whether to cross moral lines. Dan figures out who is publishing his book and seeks help to stop it, but he still ends up in the spotlight. Chuck helps Dan come to terms with his fate, just as Dan continues to try to help Chuck break through his emotional block. Plus, Serena and Charlie return to the Upper East Side from California, and a Jenny Packham fashion show is featured.

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    • 42 Minutes

    At Diana's (recurring guest star ELIZABETH HURLEY) request, Nate must decide whether to cross moral lines. Dan figures out who is publishing his book and seeks help to stop it, but he still ends up in the spotlight. Chuck helps Dan come to terms with his fate, just as Dan continues to try to help Chuck break through his emotional block. Plus, Serena and Charlie return to the Upper East Side from California, and a Jenny Packham fashion show is featured.

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    • 42 Minutes
    • EPISODE 91

    Season 5, Episode 4: Memoirs of an Invisible Dan

    After much deliberation, Dan decides to gather Serena, Blair, Nate, Chuck, Rufus and Lily to reveal the truth about his book in the hope that they will support him at his book party. Meanwhile, Blair and Louis (recurring guest star HUGO BECKER) enter crisis status after Louis reads Dan's book. Diana (recurring guest star ELIZABETH HURLEY) learns incriminating information about one of Nate's friends and uses it to her advantage.

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    After much deliberation, Dan decides to gather Serena, Blair, Nate, Chuck, Rufus and Lily to reveal the truth about his book in the hope that they will support him at his book party. Meanwhile, Blair and Louis (recurring guest star HUGO BECKER) enter crisis status after Louis reads Dan's book. Diana (recurring guest star ELIZABETH HURLEY) learns incriminating information about one of Nate's friends and uses it to her advantage.

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    • 42 Minutes
    • EPISODE 92

    Season 5, Episode 5: The Fasting and the Furious

    In the midst of celebrating Yom Kippur with family and friends, Blair and Louis (recurring guest star HUGO BECKER) find themselves in a power struggle with Louis' family. Serena's boss (recurring guest star MICHAEL MICHELE) puts Serena in the awkward position of choosing between her new job and her relationship with Dan. Meanwhile, Diana (recurring guest star ELIZABETH HURLEY) 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.

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    In the midst of celebrating Yom Kippur with family and friends, Blair and Louis (recurring guest star HUGO BECKER) find themselves in a power struggle with Louis' family. Serena's boss (recurring guest star MICHAEL MICHELE) puts Serena in the awkward position of choosing between her new job and her relationship with Dan. Meanwhile, Diana (recurring guest star ELIZABETH HURLEY) 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.

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    • 42 Minutes
    • EPISODE 93

    Season 5, Episode 6: I Am Number Nine

    Blair makes all of her former minions and Charlie compete to secure the coveted bridesmaid spots in her upcoming royal wedding. Nate is tired of keeping his relationship with Diana (recurring guest star ELIZABETH HURLEY) a secret, so he decides to use Charlie to make Diana jealous. Serena's boss, Jane (recurring guest star MICHAEL MICHELE) is determined to acquire the film rights to Dan's book, so Serena must put her personal feelings about Dan and the book aside in order to close the deal.

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    • 42 Minutes

    Blair makes all of her former minions and Charlie compete to secure the coveted bridesmaid spots in her upcoming royal wedding. Nate is tired of keeping his relationship with Diana (recurring guest star ELIZABETH HURLEY) a secret, so he decides to use Charlie to make Diana jealous. Serena's boss, Jane (recurring guest star MICHAEL MICHELE) is determined to acquire the film rights to Dan's book, so Serena must put her personal feelings about Dan and the book aside in order to close the deal.

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    • 42 Minutes
    • EPISODE 94

    Season 5, Episode 7: The Big Sleep No More

    Several of our favorite Upper East Siders attend a performance of Punchdrunk's provocative theater experience "Sleep No More," which means masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana (recurring guest star ELIZABETH HURLEY) sets her sights on Serena in her quest to ruin Gossip Girl. Plus, Dan is out on his book tour, but things aren't exactly as they appear to his friends and family.

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    • 42 Minutes

    Several of our favorite Upper East Siders attend a performance of Punchdrunk's provocative theater experience "Sleep No More," which means masks, anonymity and some surprising romantic twists by the end of the evening. Meanwhile, Diana (recurring guest star ELIZABETH HURLEY) sets her sights on Serena in her quest to ruin Gossip Girl. Plus, Dan is out on his book tour, but things aren't exactly as they appear to his friends and family.

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    • 42 Minutes
    • EPISODE 95

    Season 5, Episode 8: All the Pretty Sources

    Serena is hard at work planning a dream bridal shower for Blair, but it should come as no surprise that Serena has to plant some false information about the shower in order to keep Blair from finding out all the details. Meanwhile, Chuck and Dan decide to spend the day together to distract themselves from the fact that they didn't make the invite list for Blair's shower, and Nate and Serena find a silver bullet in Diana's (recurring guest star ELIZABETH HURLEY) war against Gossip Girl, but struggle about whether to use it or not.

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    • 42 Minutes

    Serena is hard at work planning a dream bridal shower for Blair, but it should come as no surprise that Serena has to plant some false information about the shower in order to keep Blair from finding out all the details. Meanwhile, Chuck and Dan decide to spend the day together to distract themselves from the fact that they didn't make the invite list for Blair's shower, and Nate and Serena find a silver bullet in Diana's (recurring guest star ELIZABETH HURLEY) war against Gossip Girl, but struggle about whether to use it or not.

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    • 42 Minutes
    • EPISODE 96

    Season 5, Episode 9: Rhodes to Perdition

    Lily, Charlie and Serena eagerly anticipate the Studio 54 party being thrown in CeCe's (recurring guest star CAROLINE LAGERFELT) 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.

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    • 42 Minutes

    Lily, Charlie and Serena eagerly anticipate the Studio 54 party being thrown in CeCe's (recurring guest star CAROLINE LAGERFELT) 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.

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    • 42 Minutes
    • EPISODE 97

    Season 5, Episode 10: Riding in Town Cars With Boys

    Lily throws Charlie a party to officially introduce her to New York society. Meanwhile, Charlie's ex-boyfriend, Max (recurring guest star BRIAN J. SMITH – SGU Stargate Universe), throws a wrench into Charlie's future as an Upper East Side princess. Dan decides it may be time to tell Blair the truth about his feelings for her.

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    • 42 Minutes

    Lily throws Charlie a party to officially introduce her to New York society. Meanwhile, Charlie's ex-boyfriend, Max (recurring guest star BRIAN J. SMITH – SGU Stargate Universe), throws a wrench into Charlie's future as an Upper East Side princess. Dan decides it may be time to tell Blair the truth about his feelings for her.

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    • 42 Minutes
    • EPISODE 98

    Season 5, Episode 11: The End of the Affair?

    Through a series of emotional flashbacks, Blair reveals to Serena what really happened in the aftermath of her tragic car accident with Chuck. Meanwhile, Nate discovers information about the accident that suggests possible foul play. Lily is worried by Charlie's long absence and decides to hire a private detective to track her down. VERA WANG makes a cameo as herself at Blair's dress fitting.

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    • 42 Minutes

    Through a series of emotional flashbacks, Blair reveals to Serena what really happened in the aftermath of her tragic car accident with Chuck. Meanwhile, Nate discovers information about the accident that suggests possible foul play. Lily is worried by Charlie's long absence and decides to hire a private detective to track her down. VERA WANG makes a cameo as herself at Blair's dress fitting.

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    • 42 Minutes
    • EPISODE 99

    Season 5, Episode 12: Father and the Bride

    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.

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    • 42 Minutes

    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.

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    • 42 Minutes
    • EPISODE 100

    Season 5, Episode 13: G.G.

    The much-anticipated 100th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, while Chuck wrestles with the reality that Blair is about to walk down the aisle with Prince Louis (recurring guest star HUGO BECKER), the return of Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG) might make the royal affair a royal disaster.

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    • 42 Minutes

    The much-anticipated 100th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, while Chuck wrestles with the reality that Blair is about to walk down the aisle with Prince Louis (recurring guest star HUGO BECKER), the return of Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG) might make the royal affair a royal disaster.

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    • 42 Minutes
    • EPISODE 101

    Season 5, Episode 14: The Back Up Dan

    Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most. Serena takes the blame for an incident with Gossip Girl in order to protect someone she loves. Georgina (recurring guest star MICHELLE TRACHTENBERG) smells the scent of scandal and decides to follow its trail.

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    • 42 Minutes

    Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most. Serena takes the blame for an incident with Gossip Girl in order to protect someone she loves. Georgina (recurring guest star MICHELLE TRACHTENBERG) smells the scent of scandal and decides to follow its trail.

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    • 42 Minutes
    • EPISODE 102

    Season 5, Episode 15: Crazy, Cupid, Love

    It's Valentine's Day on the Upper East Side and Blair can't resist playing cupid for someone she loves. Georgina (recurring guest star MICHELLE TRACHTENBERG) is intent on stirring up more drama, so she decides to crash Nate's Valentine's Day party. Meanwhile, Serena is shocked by something she witnesses at the party. Musical group ST. VINCENT performs.

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    • 42 Minutes

    It's Valentine's Day on the Upper East Side and Blair can't resist playing cupid for someone she loves. Georgina (recurring guest star MICHELLE TRACHTENBERG) is intent on stirring up more drama, so she decides to crash Nate's Valentine's Day party. Meanwhile, Serena is shocked by something she witnesses at the party. Musical group ST. VINCENT performs.

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    • 42 Minutes
    • EPISODE 103

    Season 5, Episode 16: Cross Rhodes

    Dan feels honored when he learns that comedy troupe Upright Citizen's Brigade is performing excerpts from his book, Inside. Blair tries to prove Serena's suspicions wrong in order to save their friendship. And, on her way out of town, Ivy ends up on a collision course with the van der Woodsens.

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    • 42 Minutes

    Dan feels honored when he learns that comedy troupe Upright Citizen's Brigade is performing excerpts from his book, Inside. Blair tries to prove Serena's suspicions wrong in order to save their friendship. And, on her way out of town, Ivy ends up on a collision course with the van der Woodsens.

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    • 42 Minutes
    • EPISODE 104

    Season 5, Episode 17: The Princess Dowry

    Blair thinks a potential loophole may have been found in her pre-nuptial agreement. Chuck and Georgina (recurring guest star MICHELLE TRACHTENBERG) partner up in a scheme, but it has an unpredictable outcome. Meanwhile, a family crisis brings William van der Woodsen (recurring guest star BILLY BALDWIN) back to the Upper East Side.

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    • 42 Minutes

    Blair thinks a potential loophole may have been found in her pre-nuptial agreement. Chuck and Georgina (recurring guest star MICHELLE TRACHTENBERG) partner up in a scheme, but it has an unpredictable outcome. Meanwhile, a family crisis brings William van der Woodsen (recurring guest star BILLY BALDWIN) back to the Upper East Side.

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    • 42 Minutes
    • EPISODE 105

    Season 5, Episode 18: Con Heir

    Chuck invites Jack (recurring guest star DESMOND HARRINGTON) 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 (recurring guest star BILLY BALDWIN) in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper.

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    • 42 Minutes

    Chuck invites Jack (recurring guest star DESMOND HARRINGTON) 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 (recurring guest star BILLY BALDWIN) in her quest to be accepted on the Upper East Side, and Nate is hopeful a new investor will save his newspaper.

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    • 42 Minutes
    • EPISODE 106

    Season 5, Episode 19: It Girl, Interrupted

    Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola (recurring guest star ELLA RAE PECK – The Good Wife) the next It Girl of the Upper East Side, starting with modeling at a Kiki de Montparnasse party and lingerie show. Meanwhile, Chuck reaches out to Blair for advice about his past, and Diana Payne's (recurring guest star ELIZABETH HURLEY) return to The Spectator starts a power struggle with Nate.

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    • 42 Minutes

    Serena decides she is ready to relinquish the spotlight and sets out to make a reluctant Lola (recurring guest star ELLA RAE PECK – The Good Wife) the next It Girl of the Upper East Side, starting with modeling at a Kiki de Montparnasse party and lingerie show. Meanwhile, Chuck reaches out to Blair for advice about his past, and Diana Payne's (recurring guest star ELIZABETH HURLEY) return to The Spectator starts a power struggle with Nate.

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    • 42 Minutes
    • EPISODE 107

    Season 5, Episode 20: Salon of the Dead

    To celebrate their official coming out as a couple, Blair and Dan host a glamorous British-themed Salon, including guests JULIAN TEPPER and JENNA GRIBBON (founders of The Oracle Club). Lola (recurring guest star ELLA RAE PECK) lands the audition of a lifetime, but Gossip Girl may have other plans for the Upper East Side's latest It Girl. Meanwhile, Lily and Rufus disagree over the best way to handle the Ivy situation, and Serena and Diana (recurring guest star ELIZABETH HURLEY) face off over secrets they both would prefer remain secrets.

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    • 42 Minutes

    To celebrate their official coming out as a couple, Blair and Dan host a glamorous British-themed Salon, including guests JULIAN TEPPER and JENNA GRIBBON (founders of The Oracle Club). Lola (recurring guest star ELLA RAE PECK) lands the audition of a lifetime, but Gossip Girl may have other plans for the Upper East Side's latest It Girl. Meanwhile, Lily and Rufus disagree over the best way to handle the Ivy situation, and Serena and Diana (recurring guest star ELIZABETH HURLEY) face off over secrets they both would prefer remain secrets.

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    • 42 Minutes
    • EPISODE 108

    Season 5, Episode 21: Despicable B

    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 (recurring guest star BILLY BALDWIN), Carol (recurring guest star SHEILA KELLY) and Lola (recurring guest star ELLA RAE PECK) - in an attempt to prove the van der Woodsen family is as united as ever. Finally, Nate digs into Diana's (recurring guest star ELIZABETH HURLEY) past and is surprised by what he discovers. New York Social Diary's DAVID PATRICK COLUMBIA appears in the episode as himself.

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    • 42 Minutes

    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 (recurring guest star BILLY BALDWIN), Carol (recurring guest star SHEILA KELLY) and Lola (recurring guest star ELLA RAE PECK) - in an attempt to prove the van der Woodsen family is as united as ever. Finally, Nate digs into Diana's (recurring guest star ELIZABETH HURLEY) past and is surprised by what he discovers. New York Social Diary's DAVID PATRICK COLUMBIA appears in the episode as himself.

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    • 42 Minutes
    • EPISODE 109

    Season 5, Episode 22: Raiders of the Lost Art

    Chuck, Nate, Blair, Serena and Lola (recurring guest star ELLA RAE PECK) team up to uncover what they think is an explosive secret between Diana (recurring guest star ELIZABETH HURLEY) and Jack (recurring guest star DESMOND HARRINGTON). Meanwhile, Dan is offered a prestigious fellowship in Rome for the summer.

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    • 41 Minutes

    Chuck, Nate, Blair, Serena and Lola (recurring guest star ELLA RAE PECK) team up to uncover what they think is an explosive secret between Diana (recurring guest star ELIZABETH HURLEY) and Jack (recurring guest star DESMOND HARRINGTON). Meanwhile, Dan is offered a prestigious fellowship in Rome for the summer.

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    • 41 Minutes
    • EPISODE 110

    Season 5, Episode 23: The Fugitives

    Blair enlists Serena to be her stand-in at an important meeting when Blair finds herself needing to be in two places at the same time. Meanwhile, Ivy and Lola (recurring guest star ELLA RAE PECK) team up to help Chuck with a personal vendetta, and Nate makes a decision about the future with Diana Payne (recurring guest star ELIZABETH HURLEY).

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    • 41 Minutes

    Blair enlists Serena to be her stand-in at an important meeting when Blair finds herself needing to be in two places at the same time. Meanwhile, Ivy and Lola (recurring guest star ELLA RAE PECK) team up to help Chuck with a personal vendetta, and Nate makes a decision about the future with Diana Payne (recurring guest star ELIZABETH HURLEY).

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    • 41 Minutes
    • EPISODE 111

    Season 5, Episode 24: The Return of the Ring

    In the fifth season finale, when Gossip Girl goes after Blair as never before, Serena admits she may have unintentionally played an important role in Blair's latest nightmare. Meanwhile, Nate invites Lola (recurring guest star ELLA RAE PECK) to move in with him, and Lily must make a big decision about the future of her marriage. Finally, by episode's end, Blair will make a choice between the two men in her life … will it be Chuck or will it be Dan?

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    • 42 Minutes

    In the fifth season finale, when Gossip Girl goes after Blair as never before, Serena admits she may have unintentionally played an important role in Blair's latest nightmare. Meanwhile, Nate invites Lola (recurring guest star ELLA RAE PECK) to move in with him, and Lily must make a big decision about the future of her marriage. Finally, by episode's end, Blair will make a choice between the two men in her life … will it be Chuck or will it be Dan?

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    • 42 Minutes
    • EPISODE 112

    Season 6, Episode 1: Gone Maybe Gone

    In the sixth season premiere, after a brief encounter abroad, Chuck and Blair make a promise to each other about their relationship … which leaves them once again apart. Dan, with some help from an unlikely ally, Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG), is writing a scathing tell-all book that can only mean trouble. Meanwhile, as the sole head of The Spectator, Nate is making his own decisions and is ready to go up against Gossip Girl. As word spreads that Serena is missing, the gang bands together to find her and are shocked by what they find. Recurring guest stars also include BARRY WATSON (7th Heaven, Samantha Who?) as Steven, ANDREA GABRIEL (Lost) as Amira, ROBERT JOHN BURKE (Person of Interest, Rescue Me) as Bart Bass and SOFIA BLACK-D'ELIA (Skins) as Sage.

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    • 42 Minutes

    In the sixth season premiere, after a brief encounter abroad, Chuck and Blair make a promise to each other about their relationship … which leaves them once again apart. Dan, with some help from an unlikely ally, Georgina Sparks (recurring guest star MICHELLE TRACHTENBERG), is writing a scathing tell-all book that can only mean trouble. Meanwhile, as the sole head of The Spectator, Nate is making his own decisions and is ready to go up against Gossip Girl. As word spreads that Serena is missing, the gang bands together to find her and are shocked by what they find. Recurring guest stars also include BARRY WATSON (7th Heaven, Samantha Who?) as Steven, ANDREA GABRIEL (Lost) as Amira, ROBERT JOHN BURKE (Person of Interest, Rescue Me) as Bart Bass and SOFIA BLACK-D'ELIA (Skins) as Sage.

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    • 42 Minutes
    • EPISODE 113

    Season 6, Episode 2: High Infidelity

    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 (recurring guest star MICHELLE TRACHTENBERG), 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 (recurring guest star ANDREA GABRIEL) to help him look into his father's past, even if it means jeopardizing Lily and Bart's (recurring guest star ROBERT JOHN BURKE) relationship. Recurring guest stars BARRY WATSON and SOFIA BLACK-D'ELIA also appear.

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    • 42 Minutes

    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 (recurring guest star MICHELLE TRACHTENBERG), 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 (recurring guest star ANDREA GABRIEL) to help him look into his father's past, even if it means jeopardizing Lily and Bart's (recurring guest star ROBERT JOHN BURKE) relationship. Recurring guest stars BARRY WATSON and SOFIA BLACK-D'ELIA also appear.

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    • 42 Minutes
    • EPISODE 114

    Season 6, Episode 3: Dirty Rotten Scandals

    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 (recurring guest star BARRY WATSON) daughter, Sage (recurring guest star SOFIA BLACK-D'ELIA), 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 (recurring guest star ANDREA GABRIEL) left behind, which may help uncover what Bart (recurring guest star ROBERT JOHN BURKE) is hiding. Plus, style icon ALEXA CHUNG makes an appearance.

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    • 42 Minutes

    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 (recurring guest star BARRY WATSON) daughter, Sage (recurring guest star SOFIA BLACK-D'ELIA), 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 (recurring guest star ANDREA GABRIEL) left behind, which may help uncover what Bart (recurring guest star ROBERT JOHN BURKE) is hiding. Plus, style icon ALEXA CHUNG makes an appearance.

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    • 42 Minutes
    • EPISODE 115

    Season 6, Episode 4: Portrait of a Lady Alexander

    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 (recurring guest star ROBERT JOHN BURKE). Serena and Steven (recurring guest star BARRY WATSON) decide to reveal their romantic histories so they aren't surprised by anything, but neither is prepared for what is 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 (recurring guest star MICHELLE TRACHTENBERG) pushes Dan to choose a worthy person to date in an effort to boost his image, but he finds himself drawn in a different direction.

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    • 42 Minutes

    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 (recurring guest star ROBERT JOHN BURKE). Serena and Steven (recurring guest star BARRY WATSON) decide to reveal their romantic histories so they aren't surprised by anything, but neither is prepared for what is 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 (recurring guest star MICHELLE TRACHTENBERG) pushes Dan to choose a worthy person to date in an effort to boost his image, but he finds himself drawn in a different direction.

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    • 42 Minutes
    • EPISODE 116

    Season 6, Episode 5: Monstrous Ball

    After Blair's mother, Eleanor (recurring guest star MARGARET COLIN), 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 (recurring guest star BARRY WATSON) 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 (recurring guest star ROBERT JOHN BURKE) 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.

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    • 42 Minutes

    After Blair's mother, Eleanor (recurring guest star MARGARET COLIN), 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 (recurring guest star BARRY WATSON) 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 (recurring guest star ROBERT JOHN BURKE) 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.

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    • 42 Minutes
    • EPISODE 117

    Season 6, Episode 6: Where the Vile Things Are

    Blair gets ready for her mother's (recurring guest star MARGARET COLIN) imminent arrival, but is unprepared for the set of demands her mother puts upon her. Serena volunteers to help Dan find a new place to live, but their time together brings up unexpected emotions. With Ivy's help, Chuck discovers there is evidence incriminating his father in illegal activities and enlists the help of Nate to retrieve it. Meanwhile, Rufus and Ivy are excited about their art gallery opening until they find an empty RSVP list and must scramble to find another way to make the event a success.

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    • 42 Minutes

    Blair gets ready for her mother's (recurring guest star MARGARET COLIN) imminent arrival, but is unprepared for the set of demands her mother puts upon her. Serena volunteers to help Dan find a new place to live, but their time together brings up unexpected emotions. With Ivy's help, Chuck discovers there is evidence incriminating his father in illegal activities and enlists the help of Nate to retrieve it. Meanwhile, Rufus and Ivy are excited about their art gallery opening until they find an empty RSVP list and must scramble to find another way to make the event a success.

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    • 42 Minutes
    • EPISODE 118

    Season 6, Episode 7: Save the Last Chance

    Serena and Dan realize that they need to make amends with the people they have wronged. Blair has one last chance to prove to her mother her worth as a fashion designer and, with Serena's help, comes up with a plan to make her line the "it" look for Sage (recurring guest star SOFIA BLACK-D'ELIA) and her friends. Meanwhile, Chuck is close to getting the evidence he needs against his father, until one of his closest allies reveals his plan to Bart (recurring guest star ROBERT JOHN BURKE). Recurring guest stars MICHELLE TRACHTENBERG and WILLIAM BALDWIN appear as Georgina Sparks and William van der Woodsen, respectively.

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    • 42 Minutes

    Serena and Dan realize that they need to make amends with the people they have wronged. Blair has one last chance to prove to her mother her worth as a fashion designer and, with Serena's help, comes up with a plan to make her line the "it" look for Sage (recurring guest star SOFIA BLACK-D'ELIA) and her friends. Meanwhile, Chuck is close to getting the evidence he needs against his father, until one of his closest allies reveals his plan to Bart (recurring guest star ROBERT JOHN BURKE). Recurring guest stars MICHELLE TRACHTENBERG and WILLIAM BALDWIN appear as Georgina Sparks and William van der Woodsen, respectively.

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    • 42 Minutes
    • EPISODE 119

    Season 6, Episode 8: It's Really Complicated

    What's Thanksgiving without a side of drama? Serena and Dan decide to throw their first Thanksgiving together, inviting only their closest friends, but everyone seems to have their own agenda for attending. Feeling defeated by his father (recurring guest star ROBERT JOHN BURKE), Chuck begins a downward spiral, leaving Blair to find a solution to his problems. Meanwhile, Dan has written his latest exposé, but he must make a tough decision whether to publish it, knowing it could destroy a close friendship. Recurring guest stars SOFIA BLACK-D'ELIA and BARRY WATSON appear as Sage and Steven, respectively.

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    • 42 Minutes

    What's Thanksgiving without a side of drama? Serena and Dan decide to throw their first Thanksgiving together, inviting only their closest friends, but everyone seems to have their own agenda for attending. Feeling defeated by his father (recurring guest star ROBERT JOHN BURKE), Chuck begins a downward spiral, leaving Blair to find a solution to his problems. Meanwhile, Dan has written his latest exposé, but he must make a tough decision whether to publish it, knowing it could destroy a close friendship. Recurring guest stars SOFIA BLACK-D'ELIA and BARRY WATSON appear as Sage and Steven, respectively.

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    • 42 Minutes
    • EPISODE 120

    Season 6, Episode 9: The Revengers

    After a run-in with an increasingly paranoid Bart Bass (recurring guest star ROBERT JOHN BURKE), Blair grows alarmingly concerned for Chuck's safety. However, feeling confident that his father would never physically hurt him, Chuck makes a deal that could change his life. Wanting to make things better for Chuck, Blair devises a plan with the help of Serena, Georgina (recurring guest star MICHELLE TRACHTENBERG) and Sage (recurring guest star SOFIA BLACK-D'ELIA) to try and get what they need out of Bart. Meanwhile, Nate's financial dilemma finally lands him in a place that he never thought he would be.

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    • 41 Minutes

    After a run-in with an increasingly paranoid Bart Bass (recurring guest star ROBERT JOHN BURKE), Blair grows alarmingly concerned for Chuck's safety. However, feeling confident that his father would never physically hurt him, Chuck makes a deal that could change his life. Wanting to make things better for Chuck, Blair devises a plan with the help of Serena, Georgina (recurring guest star MICHELLE TRACHTENBERG) and Sage (recurring guest star SOFIA BLACK-D'ELIA) to try and get what they need out of Bart. Meanwhile, Nate's financial dilemma finally lands him in a place that he never thought he would be.

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    • 41 Minutes
    • EPISODE 121

    Season 6, Episode 10: New York, I Love You XOXOXO

    Series finale! In a fashionable farewell to remember, our favorite Upper East Siders join forces for one last soiree, and the shocking identity of Gossip Girl is finally revealed.

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    • 41 Minutes

    Series finale! In a fashionable farewell to remember, our favorite Upper East Siders join forces for one last soiree, and the shocking identity of Gossip Girl is finally revealed.

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    • 41 Minutes
    • EPISODE 122

    Season 6: Gossip Girl Series Retrospective

    Cast and Producers talk about the show and sharing some of their favorite moments.

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    • 31 Minutes

    Cast and Producers talk about the show and sharing some of their favorite moments.

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    • 31 Minutes
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