Season 2

  • Season 2 Episode 25

    William shakes Nate's hand

    Title: The Good Bye Gossip Girl
    Air Date: May 18, 2009 at 12:00 AM PDT

    Who is Gossip Girl? Gossip Girl sends a shocking email blast during the Constance Billard and St. Jude's graduation ceremony, driving Serena to devise a plan to unmask the crafty blogger. The mean girls challenge Jenny to compete for the newly vacated position of Queen Bee (will Little J rise to the top?), and Gossip Girl...
  • Season 2 Episode 24

    A young Lily van der Woodsen and her sister, Carol

    Title: Valley Girls
    Air Date: May 11, 2009 at 12:00 AM PDT

    Throughout this episode we get flashbacks to 1983, when a seventeen-year-old Lily is newly arrived in L.A. after being kicked out of boarding school. She meets up with her parents, Rick and CeCe, and gets in trouble with her sister, Carol. Jump forward to 2009: Serena is still in jail, CeCe and Lily have a run-in, and Rufus abandons his...
  • Season 2 Episode 23

    Georgina's Maroon Coat, Season 2, Episode 23

    Title: The Wrath of Con
    Air Date: May 4, 2009 at 12:00 AM PDT

    Serena, Blair, Nate, and Chuck learn the details of Gabriel and Poppy's con. They construct their own plot to get the money back from them, but Dan, concerned about his father's investment, overhears and calls Lily. Lily proceeds to personally return everyone's money—except Rufus's. Happily unaware that Lily has reinvested his money...
  • Season 2 Episode 22

    "Southern Gentlemen Prefer Blondes," Season 2, Episode 22

    Title: Southern Gentlemen Prefer Blondes
    Air Date: April 27, 2009 at 12:00 AM PDT

    Who is Gabriel, really? Serena gets frustrated with her new beau, Gabriel, who seems overly busy with his new company. Blair and Chuck decide to work together to try to dig up dirt on Serena's man and his suspicious dealings, and Nate realizes there is a something going on between them. He competes with Chuck for...
  • Season 2 Episode 21

    "Seder Anything," Season 2, Episode 21

    Title: Seder Anything
    Air Date: April 20, 2009 at 12:00 AM PDT

    Serena returns from her trip to Spain with a new love interest, Gabriel, who also happens to be Poppy Lifton's ex-boyfriend. Nate gets into Columbia without the help of his family, and Blair strikes a deal with Nate's grandfather to gain entry to a prestigious ladies club. Will Blair ever abandon her edge? In the meantime, Cyrus hosts...
  • Season 2 Episode 20

    Jenny (unwillingly) shops for a party dress

    Title: Remains of the J
    Air Date: March 30, 2009 at 12:00 AM PDT

    Jenny's kinda-not-sweet sixteen… Jenny wants a small party at home for her sweet sixteenth, but Serena and Poppy Lifton take over, turning the birthday into a major social event that quickly gets out of control. As Vanessa's relationship with Nate crumbles, Nate's relationship with Blair begins to heat up. In a moment of...
  • Season 2 Episode 19

    "The Grandfather," Season 2, Episode 19

    Title: The Grandfather
    Air Date: March 23, 2009 at 12:00 AM PDT

    Vanessa convinces Nate to forgive his mother's Kennedy-esque family, the Vanderbilts, for abandoning him and his mother when Nate's father ran into trouble with the law. Nate's well-connected grandfather secures a summer internship for him in the mayor's office, which puts Nate's European backpacking trip with Vanessa on hiatus and...
  • Season 2 Episode 18

    Dorota brushes Blair's Hair

    Title: The Age of Dissonance
    Air Date: March 16, 2009 at 12:00 AM PDT

    The Constance Billard and St. Jude's seniors put on a play, "The Age of Innocence." However, not everyone is quite so innocent. Serena has a crush on the play's director, Julian, so she enlists Vanessa's knowledge of theater to help her get the guy's attention. Dan's affair with Ms. Carr also heats up...in a costume closet....
  • Season 2 Episode 17

    Dan and Serena in Episode 17, Season 2 "Carnal Knowledge"

    Title: Carrnal Knowledge
    Air Date: February 2, 2009 at 12:00 AM PST

    Blair comes up with a slanderous plan to take down Rachel Carr. Chuck wakes up in a hotel with vague memories of a masked women and an insignia drawn on his wrist, and Nate and Vanessa try to help him fill in the missing pieces of his strange night. Meanwhile, Dan and Serena try to sustain their relationship against rumors of a...
  • Season 2 Episode 16

    Rachel Carr and Blair

    Title: You've Got Yale!
    Air Date: January 19, 2009 at 12:00 AM PST

    The students find out who has earned early admission to Yale. Serena and Dan struggle over divergent college decisions, and Serena connects with a new Shakespeare teacher, Rachel Carr. Ms. Carr makes the grave mistake of giving Blair the first "B" of her life; a livid Blair proceeds to teach the unenlightened Ms. Carr a lesson of...
  • Season 2 Episode 15

    Blair and Chuck Face Jack Bass in Season 2, Episode 15: "Gone With the Will"

    Title: Gone with the Will
    Air Date: January 12, 2009 at 12:00 AM PST

    In the reading of Bart Bass's will, Chuck, Bart's brother Jack, and Lily are surprised to learn that Chuck is now the CEO of Bass Industries. As Chuck's uncle and legal guardian, Jack connives to wrest the position from his nephew. Meanwhile, Rufus and Lily's relationship evolves as they hunt down details about their long-lost...
  • Season 2 Episode 14

    Scotch and brooding

    Title: In The Realm of the Basses
    Air Date: January 5, 2009 at 12:00 AM PST

    A darkly brooding Chuck reappears after being MIA since his father's funeral, and his Uncle Jack arrives on the Upper East Side to talk some sense into him. Trying to forget her last encounter with Chuck, Blair focuses on gaining acceptance into the Colony Club, the most prestigious ladies club in the city. As Dan and...
  • Season 2 Episode 13

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

    Title: O Brother, Where Bart Thou?
    Air Date: December 8, 2008 at 12:00 AM PST

    The Upper East Side mourns the loss of Bart Bass, and no one is more upset than Chuck, who blames Lily for his father's death. On the warpath, he uncovers an explosive secret about her past with Rufus. Serena and Aaron work through issues in their chaste relationship, and Serena is left with a dilemma over whether or...
  • Season 2 Episode 12

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

    Title: It's a Wonderful Lie
    Air Date: December 1, 2008 at 12:00 AM PST

    Who is everyone going to take to the annual Snowflake Charity Ball? Blair and Chuck each bet that they will be able to find the other a more perfect date. Dan escorts Lexi, Aaron's ex, which throws Serena into a mess of doubts about her relationship with Aaron. A sex "rivalry" ensues. Before the big dance, Gossip Girl blasts a...
  • Season 2 Episode 11

    Cyrus, Eleanor, Harold, and Blair share a Thanksgiving laugh

    Title: The Magnificent Archibalds
    Air Date: November 17, 2008 at 12:00 AM PST

    Ah, the holiday season has arrived. Blair is offended when her mother's new man hijacks the Waldorf Thanksgiving traditions, Lily attempts to strengthen the frail bond between Rufus and Jenny, and Eric discovers a secret about Bart. In the midst of all this family togetherness, Vanessa and Chuck help Nate deal with his...
  • Season 2 Episode 10

    Blair schemes

    Title: Bonfire of the Vanity
    Air Date: November 10, 2008 at 12:00 AM PST

    Serena and Aaron Rose fall for one another, but Aaron's many "muses" threaten to ruin their budding relationship. Blair tries as hard as she can to undermine her mother's relationship with Cyrus Rose, Aaron's not-so-attractive father. Dan incurs Chuck's wrath when he goes undercover to investigate Bart Bass for New York...
  • Season 2 Episode 9

    Nate and Jenny Get Close in Episode 9, Season 2 "There Might Be Blood"

    Title: There Might Be Blood
    Air Date: November 3, 2008 at 12:00 AM PST

    Serena considers inviting Aaron to be her guest at a charity gala honoring Lily and Bart, but before she gets the chance, she sees him with another girl and begins to question whether he's as great as he seems. Hoping it will help her chances of getting into Yale, Blair naively agrees to babysit the fifteen-year-old daughter...
  • Season 2 Episode 8

    Aaron Rose

    Title: Pret-A-Poor J
    Air Date: October 27, 2008 at 12:00 AM PDT

    Jenny's new model friend, Agnes, encourages Jenny to explore her wild side. Jenny confronts her boss, Eleanor Waldorf, who is stealing Jenny's designs with false promises to help her launch a fashion career. In the meantime, Serena and Dan attend Rufus's art opening as friends, but the evening takes an awkward turn when Serena meets...
  • Season 2 Episode 7

    "Chuck in Real Life," Season 2, Episode 7

    Title: Chuck In Real Life
    Air Date: October 20, 2008 at 12:00 AM PDT

    Armed with the photo of Catherine and Marcus, Vanessa tries to blackmail Blair into being a nicer person. Great plan—doesn't she know she has no business playing the game Blair invented? Blair seeks revenge by convincing Chuck to try to seduce Vanessa. After attempting to lay some ground rules for their children, Lily and Bart...
  • Season 2 Episode 6

    "New Haven Can Wait," Season 2, Episode 6

    Title: New Haven Can Wait
    Air Date: October 13, 2008 at 12:00 AM PDT

    Watch out, Yale—Blair, Serena, Dan, Nate, and Chuck are coming to visit the Ivy League. Blair has always dreamed of going to Yale, but after she and Serena get into a fight, Serena decides to set her sights on Yale instead of Brown. Serena accepts the Dean of Yale's private invitation to the campus, and a jealous Blair attempts...
  • Season 2 Episode 5

    Jenny's Sleeveless Baby Doll Dress and Plastic Bead Necklace, Season 2, Episode 5

    Title: The Serena Also Rises
    Air Date: September 29, 2008 at 12:00 AM PDT

    NYC Fashion Week is here! Blair is furious with Jenny for suggesting that Blair's mother give Serena and her new socialite friend, Poppy Lifton, front row seats to the Eleanor Waldorf show. In typical manipulative "fashion," Blair tries to sabotage both Jenny's professional dreams and the runway. Dan starts hanging out with...
  • Season 2 Episode 4

    Serena walks away from Blair and her gang

    Title: The Ex-Files
    Air Date: September 22, 2008 at 12:00 AM PDT

    It's the first day of school, and Queen Blair and her "posse" interview different girls to decide whether or not they should be inducted into their clique. Dan bumps into a new student, Amanda—where'd she come from?—and they form an instant bond. However, Blair and her gang of girls attempt to sabotage Dan's new friendship by...
  • Season 2 Episode 2

    "Never Been Marcused," Season 2, Episode 2

    Title: Never Been Marcused
    Air Date: September 8, 2008 at 12:00 AM PDT

    Chuck befriends Lord Marcus in an attempt to figure out how to undermine the Lordship's relationship with Blair. The identity of Marcus's mother comes out—yes, it's Catherine, the Duchess—and Chuck attempts to use this to his own advantage. His plan is foiled when Blair walks in on Nate and Catherine getting it on and...
  • Season 2 Episode 1

    "Summer, Kind of Wonderful," Season 2, Episode 1

    Title: Summer, Kind of Wonderful
    Air Date: September 1, 2008 at 12:00 AM PDT

    It's summer in the Hamptons, and cougars are on the prowl. Nate is in the midst of a steamy affair with Catherine Mason, a married woman, and Serena and Nate fake a relationship to cover for his tryst. Serena is mourning her relationship with Dan, who has spent the summer assisting a big-name author and playing the...