Season 2 Episode Guide
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Season 2, Episode 1 | September 1st, 2008 Summer, Kind of Wonderful
As the summer draws to a close in the Hamptons, Serena (Blake Lively) and Nate (Chace Crawford) have everyone fooled into thinking they are a couple to cover up the fact that Nate has been hooking up with... more
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Season 2, Episode 2 | September 8th, 2008 Never Been Marcused
Blair (Leighton Meester) is over the moon that she is dating royalty and has every intention of becoming a royal herself, but a scheming Chuck (Ed Westwick) has other plans for Blair and hew new love,... more
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Season 2, Episode 3 | September 15th, 2008 The Dark Night
Serena (Blake Lively) and Dan (Penn Badgley) are forced to deal with their unspoken problems while trapped in an elevator during a citywide blackout. In a humorous twist, Blair (Leighton Meester) questions... more
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Season 2, Episode 4 | September 22nd, 2008 The Ex-Files
When Serena (Blake Lively) notices that Dan (Penn Badgley) has been cozying up to the new girl in school, Amanda (guest star Laura-Leigh), the ever-loyal Blair (Leighton Meester) and her minions decide... more
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Season 2, Episode 5 | September 29th, 2008 The Serena Also Rises
In the midst of Fashion Week, a furious Blair (Leighton Meester) learns that her mother, Eleanor (guest star Margaret Colin), at the suggestion of her protégé Jenny (Taylor Momsen), has given Serena... more
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Season 2, Episode 6 | October 13th, 2008 New Haven Can Wait
After Blair (Leighton Meester) and Serena (Blake Lively) get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale, by ditching her plans to visit Brown, and... more
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Season 2, Episode 7 | October 20th, 2008 Chuck in Real Life
Vanessa (Jessica Szohr) uses the scandalous picture of Catherine and Marcus to blackmail Blair (Leighton Meester) into being a nicer person, so Blair seeks revenge by enticing Chuck (Ed Westwick) to seduce... more
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Season 2, Episode 8 | October 27th, 2008 Pret-a-Poor-J
Jenny (Taylor Momsen) befriends a young model, Agnes (guest star Willa Holland), who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf (guest star Margaret... more
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Season 2, Episode 9 | November 3rd, 2008 There Might Be Blood
Serena (Blake Lively) invites Aaron (guest star John Patrick Amedori) to be her guest at a charity gala honoring Lily and Bart (Kelly Rutherford and guest star Robert John Burke), but after discovering... more
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Season 2, Episode 10 | November 10th, 2008 Bonfire of the Vanity
Blair (Leighton Meester) does not approve of the new man, Cyrus Rose (guest star Wallace Shawn), in her mother's (guest star Margaret Colin) life, so she makes it her mission to break up the lovebirds... more
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Season 2, Episode 11 | November 17th, 2008 The Magnificent Archibalds
Jenny (Taylor Momsen) who is prepared to cut off all communication with her father if she doesn't get her way. Serena (Blake Lively) isn't quite ready to come clean with Aaron (guest star John Patrick... more
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Season 2, Episode 12 | December 1st, 2008 It's a Wonderful Lie
For the annual Snowflake Ball, Blair (Leighton Meester) and Chuck (Ed Westwick) make a bet that they can find the ideal dates for each other. Aaron's (John Patrick Amedori) ex-girlfriend, Lexi (guest star... more
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Season 2, Episode 13 | December 8th, 2008 O Brother, Where Bart Thou?
A sudden and tragic event impacts the lives of our favorite Upper East Side teens and their parents. more
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Season 2, Episode 14 | January 5th, 2009 In the Realm of the Basses
With Chuck (Ed Westwick) MIA since his father’s funeral, Uncle Jack (Harrington) arrives on the Upper East Side to help Chuck pick up the messy pieces, but first he has to find him. Trying her best to... more
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Season 2, Episode 15 | January 12th, 2009 Gone with the Will
With the reading of Bart’s will, Chuck (Ed Westwick), Bart’s brother, Jack (guest star Desmond Harrington), and Lily (Kelly Rutherford) learn the fate of the Bass empire. Rufus (Matthew Settle) and... more
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Season 2, Episode 16 | January 19th, 2009 You’ve Got Yale!
It’s that stressful time of year when Constance Billard and St. Jude’s students find out who is and isn’t worthy of early admission to Yale University. Serena (Blake Lively) bonds with her new Shakespeare... more
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Season 2, Episode 17 | February 2nd, 2009 Carrnal Knowledge
In retaliation for not playing by the unspoken rules of Constance Billard, Blair (Leighton Meester) hatches a plan to bring down her teacher, Rachel (guest star Laura Breckenridge), and it’s going to... more
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Season 2, Episode 18 | March 16th, 2009 The Age of Dissonance
The Constance Billard and St. Jude seniors put on a production of “The Age of Innocence” and find their personal lives mirroring conflicts in the play. Serena (Blake Lively) develops a crush on the... more
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Season 2, Episode 19 | March 23rd, 2009 The Grandfather (1)
Devastated by the recent plot twist in her life, Blair (Leighton Meester) turns her back on her predictable Waldorf existence in favor of a more wild and unpredictable lifestyle, causing Serena (Blake... more
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Season 2, Episode 20 | March 30th, 2009 Remains of the J
Serena (Blake Lively) decides to throw Jenny (Taylor Momsen) an intimate party for her sixteenth birthday, but things get way out of control when Poppy Lifton (guest star Tamara Feldman) turns the small... more
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Season 2, Episode 21 | April 20th, 2009 Seder Anything
Serena (Blake Lively) returns from her trip to Spain with Poppy (guest star Tamara Feldman) and Gabriel (guest star Armie Hammer). Blair (Leighton Meester) makes a secret deal with Nate's (Chace Crawford)... more
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Season 2, Episode 22 | April 27th, 2009 Southern Gentlemen Prefer Blondes
Georgina (guest star Michelle Trachtenberg, "17 Again") returns to the Upper East Side after undergoing a major transformation. Chuck (Ed Westwick) and Nate (Chace Crawford) find themselves at a major... more
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Season 2, Episode 23 | May 4th, 2009 The Wrath of Con
Blair (Leighton Meester) pressures Georgina (Trachtenberg) into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate (Chace Crawford) and Chuck (Ed Westwick) over... more
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Season 2, Episode 24 | May 11th, 2009 Valley Girls
In a flashback to the 80s, 17-year-old Lily Rhodes (Snow) gets kicked out of boarding school and runs away to Los Angeles, reconnecting with her parents, Rick (McCarthy) and Cece (guest star Cynthia Watros,... more
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Season 2, Episode 25 | May 18th, 2009 The Goodbye Gossip Girl
Gossip Girl decides to liven things up at the Constance Billard and St. Jude’s graduation by sending out a shocking and damaging email blast in the midst of the commencement ceremony, stirring Serena... more
