Gossip Girl ( season 2 ) - wikipedia Gossip Girl ( season 2 ) Gossip Girl ( season 2 ) DVD cover art Starring Blake Lively Leighton Meester Penn Badgley Chace Crawford Taylor Momsen Ed Westwick Jessica Szohr Kelly Rutherford Matthew Settle Country of origin United States No. of episodes 25 Release Original network The CW Original release September 1, 2008 ( 2008 - 09 - 01 ) -- May 17, 2009 ( 2009 - 05 - 17 ) Season chronology ← Previous Season 1 Next → Season 3 List of Gossip Girl episodes The second season of the American teen drama television series Gossip Girl premiered on The CW on September 1, 2008, and concluded on May 17, 2009, consisting of 25 episodes. Based on the novel series of the same name by Cecily von Ziegesar, the series was developed for television by Josh Schwartz and Stephanie Savage. Contents 1 Overview 2 Cast and characters 2.1 Main cast 2.2 Valley Girls 2.3 Recurring cast 2.4 Guest cast 3 Episodes 4 DVD release 5 References 6 External links Overview The series revolves around the lives of privileged teenagers Serena van der Woodsen, Blair Waldorf, Dan Humphrey, Nate Archibald, Jenny Humphrey, and Chuck Bass attending an elite private school on Manhattan 's Upper East Side in New York City. It also features Serena 's mother, Lily van der Woodsen, and Jenny and Dan 's father, Rufus Humphrey, along with Dan 's childhood friend Vanessa Abrams, who recently moved back from Vermont. Cast and characters See also : List of Gossip Girl characters Main cast Blake Lively as Serena van der Woodsen Leighton Meester as Blair Waldorf Penn Badgley as Dan Humphrey Chace Crawford as Nate Archibald Taylor Momsen as Jenny Humphrey Ed Westwick as Chuck Bass Jessica Szohr as Vanessa Abrams Kelly Rutherford as Lily Bass Matthew Settle as Rufus Humphrey Kristen Bell as Gossip Girl ( uncredited ) Valley Girls Brittany Snow as Lily Rhodes Krysten Ritter as Carol Rhodes Andrew McCarthy as Rick Rhodes Matt Barr as Keith van der Woodsen Shiloh Fernandez as Owen Campos Ryan Hansen as Shep Cynthia Watros as CeCe Rhodes Recurring cast Mädchen Amick as Catherine Beaton Connor Paolo as Eric van der Woodsen Patrick Heusinger as Marcus Beaton Michelle Hurd as Laurel Zuzanna Szadkowski as Dorota Kishlovsky Francie Swift as Anne Archibald Margaret Colin as Eleanor Waldorf Yin Chang as Nelly Yuki Amanda Setton as Penelope Shafai Nicole Fiscella as Isabel Coates Robert John Burke as Bart Bass Tamara Feldman as Poppy Lifton Dreama Walker as Hazel Williams Matt Doyle as Jonathan Whitney John Patrick Amedori as Aaron Rose Willa Holland as Agnes Andrews Wallace Shawn as Cyrus Rose Desmond Harrington as Jack Bass Michelle Trachtenberg as Georgina Sparks Guest cast Caroline Lagerfelt as CeCe Rhodes Laura - Leigh as Amanda Lasher David Patrick Kelly as Noah Shapiro Jill Flint as Bex Simon Cyndi Lauper as herself Sam Robards as Howard Archibald John Shea as Harold Waldorf Linda Emond and Jan Maxwell as Headmistress Queller William Abadie as Roman Laura Breckenridge as Rachel Carr Sebastian Stan as Carter Baizen James Naughton as William van der Bilt Aaron Tveit as Tripp van der Bilt III Armie Hammer as Gabriel Edwards Aaron Schwartz as Vanya No Doubt as Snowed Out Episodes See also : List of Gossip Girl episodes No. overall No. in season Title Directed by Written by Original air date U.S. viewers ( millions ) 19 `` Summer, Kind of Wonderful '' J. Miller Tobin Joshua Safran September 1, 2008 ( 2008 - 09 - 01 ) 3.43 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 an older woman. Blair returns from abroad with a hot guy on her arm, Marcus ( Patrick Heusinger ), making a very jealous Chuck question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author ( Jay McInerney ), and clearly still has one certain girl on his mind, which results in him going after her. While interning for Eleanor Waldorf 's company, Jenny sneaks a coveted invite to the Hamptons ' white Party at which Eric introduces her to socialite Tinsley Mortimer. Title reference : The 1987 film Some Kind of Wonderful. 20 `` Never Been Marcused '' Michael Fields Stephanie Savage September 8, 2008 ( 2008 - 09 - 08 ) 3.25 Blair is over the moon that she is 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. Serena and Dan agree to keep their recent hook - ups a secret from their friends and family until they figure out what all this means for their relationship. Meanwhile, Nate learns the downside to having an affair with a hot older woman, Catherine, who also happens to be married. Title reference : The 1999 film Never Been Kissed. 21 `` The Dark Night '' Janice Cooke John Stephens September 15, 2008 ( 2008 - 09 - 15 ) 3.73 In a humorous twist, Blair questions the lack of passion in her relationship with Marcus, 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. Jenny risks losing her internship when Eleanor catches Jenny critiquing one of the Eleanor Waldorf designs. Whilst being stuck in a elevator due to the blackout, Dan and Serena talk about their relationship and come to the conclusion that they are totally two different people and that it will not work out for the two. Title reference : The 2008 film The Dark Knight. 22 `` The Ex Files '' Jim McKay Robert Hull September 22, 2008 ( 2008 - 09 - 22 ) 3.33 Blair and her minions decide to befriend the new girl Amanda ( Laura - Leigh ) in order to sabotage her. Vanessa discovers a scandalous secret about Catherine 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. Title reference : The TV series The X-Files. 23 5 `` The Serena Also Rises '' Patrick Norris Jessica Queller September 29, 2008 ( 2008 - 09 - 29 ) 3.40 In the midst of Fashion Week, a furious Blair learns that her mother, Eleanor, at the suggestion of her protégée Jenny, has given Serena and her new socialite friend, Poppy Lifton ( Tamara Feldman ), 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, but a walk on the dark side always has its risks and Dan learns that the hard way. Lily learns a secret that her new husband Bart has been keeping from her. Absent : Chace Crawford as Nate Archibald. Title reference : The 1926 novel The Sun Also Rises. 24 6 `` New Haven Can Wait '' Norman Buckley Alexandra McNally & Joshua Safran October 13, 2008 ( 2008 - 10 - 13 ) 3.31 After Blair and Serena get into a catfight, Serena decides to get even with Blair, who has always dreamed of attending Yale University, by ditching her plans to visit Brown University, and instead accepting the Dean of Yale 's personal invitation to visit the school. After discovering that none of his recommendation letters for Yale were ever submitted, Dan 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 members of a secret society, and Nate hooks up with a co-ed. Title reference : The 1978 film Heaven Can Wait. 25 7 `` Chuck in Real Life '' Tony Wharmby Lenn K. Rosenfeld October 20, 2008 ( 2008 - 10 - 20 ) 3.03 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. Eric introduces his new boyfriend Jonathan to Serena and Blair. Lily and Bart throw an extravagant housewarming party and expect their children to make them proud in front of the attending press, but a rebellious Serena is not ready to play by their rules. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends. Title reference : The 2007 film Dan in Real Life. 26 8 `` Pret - a-Poor - J '' Vondie Curtis - Hall Amanda Lasher October 27, 2008 ( 2008 - 10 - 27 ) 3.05 Jenny befriends a young model, Agnes ( Willa Holland ), who encourages Jenny to not only explore her wild side, but also confront her boss, Eleanor Waldorf, who is attempting to `` borrow '' Jenny 's designs. Serena meets an artist, Aaron Rose ( John Patrick Amedori ), and realizes they have an instant chemistry. Blair attempts to seduce Chuck, but it proves tougher than she ever imagined. Title reference : The 1994 film Prêt - à - Porter. 27 9 `` There Might Be Blood '' Michael Fields Etan Frankel & John Stephens November 3, 2008 ( 2008 - 11 - 03 ) 3.16 Serena invites Aaron to be her guest at a charity gala honoring Lily and Bart, 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 plan a guerilla fashion show that will either launch Jenny 's star or ruin her chances of ever being accepted by the industry. Title reference : The 2007 film There Will Be Blood. 28 10 `` Bonfire of the Vanity '' David Von Ancken Jessica Queller November 10, 2008 ( 2008 - 11 - 10 ) 2.88 Blair does not approve of the new man, Cyrus Rose ( Wallace Shawn ), in her mother 's life, so she makes it her mission to break up the lovebirds by any means necessary. Jenny moves in with Agnes as the friends move forward with their plans for a fashion line. Serena continues to fall for the new guy in her life, Aaron, 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 in order to learn more about the man and possibly write an exposé on him for Vanity Fair, but things get heated after Chuck finds out the real reason Dan is spending so much time around his family. Singer Cyndi Lauper makes a cameo at Blair 's 18th birthday party celebration. Absent : Chace Crawford as Nate Archibald. Title reference : The 1987 novel The Bonfire of the Vanities. 29 11 `` The Magnificent Archibalds '' Jean de Segonzac Joshua Safran November 17, 2008 ( 2008 - 11 - 17 ) 2.89 Thanksgiving in the Waldorf household finds Blair upset that her mom 's new boyfriend, Cyrus, has decided to ruin all her favorite traditions, but that 's nothing compared to what 's coming 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 does not get her way. Serena is not quite ready to come clean with Aaron about her complicated past, but Dan ends up accidentally revealing a few tidbits of his own. Vanessa and Chuck come to their friend 's aid when Nate is once again forced to confront his father 's abandonment. Finally, Eric discovers a secret that Bart has been keeping from Lily. Title reference : The 1918 novel The Magnificent Ambersons. 30 12 `` It 's a Wonderful Lie '' Patrick Norris Robert Hull December 1, 2008 ( 2008 - 12 - 01 ) 3.11 For the annual Snowflake Ball, Blair and Chuck make a bet that they can find the ideal dates for each other. This ends with them finding doppelgängers of themselves. However, while Blair and Chuck leave to talk, the doppelgängers get busy. Blair and Chuck share a moment. Aaron 's ex-girlfriend, Lexi ( Natalie Knepp ), expresses an interest in Dan. There is drama between Serena and Dan about their sex lives. Nate, Jenny and Vanessa get into a tangled situation that puts their friendships and hearts on the line. Vanessa steals a love letter Nate had written to Jenny and continues a relationship with Nate. Jenny retaliates by sending an unsuspecting Vanessa to the ball in a see through - dress. After the ball, Nate ends things with Jenny and goes after Vanessa. As Bart Bass is trying to return to the Snowflake Ball, he suffers a car accident. Title reference : The 1946 film It 's a Wonderful Life. 31 13 `` O Brother, Where Bart Thou ? '' Joe Lazarov Stephanie Savage December 8, 2008 ( 2008 - 12 - 08 ) 2.99 A sudden and tragic event hits the Bass family with the passing of Bart Bass. The whole city is shocked, so as Lily. Chuck does not handle very well with the passing of his father. Blair has something important to say to Chuck, but it is said at a bad time. When Serena travels to Argentina with Aaron, Dan decides to express his feelings for her. Meanwhile, Cyrus and Eleanor get married, and Rufus discovers something that Lily has been keeping from everybody for a long time. Title reference : The 2000 film O Brother, Where Art Thou ? 32 14 `` In the Realm of the Basses '' Tony Wharmby John Stephens January 5, 2009 ( 2009 - 01 - 05 ) 2.96 With Chuck missing since his father 's funeral, Jack ( Desmond 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 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. Jenny returns to Constance Billard and immediately takes on Penelope and her posse of mean girls, but no one is going down without a valiant Gossip Girl - worthy fight. Meanwhile, after Serena tells Dan about her recent break - up, they decide to get back together. Absent : Chace Crawford as Nate Archibald. Title reference : The 1976 film In the Realm of the Senses. 33 15 `` Gone with the Will '' Tricia Brock Amanda Lasher January 12, 2009 ( 2009 - 01 - 12 ) 2.85 With the reading of Bart 's will, Chuck, Bart 's brother, Jack, and Blair learn the fate of the Bass empire. Rufus and Lily 's relationship 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 situation of deciding what to do with this shocking revelation and who to share it with. Title reference : The 1936 novel Gone with the Wind. 34 16 `` You 've Got Yale ! '' Janice Cooke Joshua Safran January 19, 2009 ( 2009 - 01 - 19 ) 2.22 It is that stressful time of year when Constance Billard and St. Jude 's students find out who is and is not worthy of early admission to Yale University. Serena bonds with her new Shakespeare teacher, Rachel ( Laura Breckenridge ), who has no clue the wrath she is about to suffer after giving Blair the first B of her prep school career. Chuck pairs up with an unlikely ally in his war with Jack over Bass Industries. Meanwhile, Nate and Vanessa have a romantic night at the opera. Title reference : The 1998 film You 've Got Mail. 35 17 `` Carrnal Knowledge '' Elizabeth Allen Alexandra McNally & Lenn K. Rosenfeld February 2, 2009 ( 2009 - 02 - 02 ) 2.31 In retaliation for not playing by the unspoken rules of Constance Billard, Blair hatches a plan to bring down her teacher, Rachel. After Chuck wakes up in a hotel and only has a minor recollection of what happened the previous evening, Nate and Vanessa try to help him fill in the missing pieces. Blair starts a rumor about Dan and Rachel, which gets Rachel fired. Dan and Serena decide to break up and Dan has sex with Rachel, as she is no longer a teacher. Unaware of this, the school reinstates Rachel. Title reference : The 1971 film Carnal Knowledge. 36 18 `` The Age of Dissonance '' Norman Buckley Jessica Queller March 16, 2009 ( 2009 - 03 - 16 ) 2.33 The seniors put on a production of The Age of Innocence and find their personal lives mirroring the play. Serena develops a crush on the play 's director, Julian ( Harmon Walsh ), and enlists Vanessa 's knowledge of theater to help her get his attention. Nate has difficulties with the play and the director and his relationship with Vanessa. Blair receives devastating news about her future that leads her on a witch - hunt for the person responsible. Blair thinks it is Dan, but it turns out to be Rachel. Dan and Rachel 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 end up having sex before the show. Chuck stumbles upon a secret society and is put into a dangerous situation to try and protect his new love interest. Chuck enlists help from an unlikely source, his nemesis Carter Baizen ( Sebastian Stan ). However, the whole time the girl is using Chuck for his money. Title reference : The 1920 novel The Age of Innocence. 37 19 `` The Grandfather '' J. Miller Tobin Robert Hull & Etan Frankel March 23, 2009 ( 2009 - 03 - 23 ) 2.25 Devastated by the recent plot twist in her life, Blair turns her back on her predictable Waldorf existence in favor of a more wild and unpredictable lifestyle, causing Serena and Chuck to have serious concerns about her new lover, Carter. Vanessa convinces Nate that it may be time to forgive and forget when it comes to his mother 's Kennedy-esque family, the Van der Bilts, who abandoned Nate and his mother when they needed them most. In a misguided effort to be completely honest with each other, Lily and Rufus agree to share lists of their past lovers. Title reference : The 1972 film The Godfather. 38 20 `` Remains of the J '' Allison Liddi - Brown Sarah Frank - Meltzer March 30, 2009 ( 2009 - 03 - 30 ) 2.45 Serena decides to throw Jenny an intimate party for her 16th birthday, but things get way out of control when Serena turns the small gathering into a party. An angry Jenny writes a post to Gossip Girl, turning the party 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. 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. The episode ends with Chuck and Vanessa starting a friends with benefits, and Nate and Blair starting a relationship. Title reference : The 1989 novel The Remains of the Day. 39 21 `` Seder Anything '' John Stephens Amanda Lasher April 20, 2009 ( 2009 - 04 - 20 ) 2.37 Serena returns from her trip to Spain with Poppy and Gabriel ( Armie Hammer ). Blair makes a secret deal with Nate 's grandfather, William ( James Naughton ), and Nate learns some disturbing information about his father 's arrest. 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 and several of his friends and family are guests. Title reference : The 1989 film Say Anything... 40 22 `` Southern Gentlemen Prefer Blondes '' Patrick Norris Leila Gerstein April 27, 2009 ( 2009 - 04 - 27 ) 1.97 Georgina Sparks returns to the Upper East Side after undergoing a major transformation. Chuck and Nate find themselves at a major crossroads in their relationship as it pertains to their mutual interest in Blair. Serena finds her relationship with Gabriel growing more complicated. Title reference : The 1949 musical Gentlemen Prefer Blondes. 41 23 `` The Wrath of Con '' Janice Cooke Sara Goodman May 4, 2009 ( 2009 - 05 - 04 ) 2.22 Blair pressures Georgina into making amends for her past bad behavior by helping her in a scheme. The rivalry between Nate and Chuck over Blair comes to a head. Lily hatches a secret plan to help Rufus with Dan 's college tuition. Title reference : The 1982 film Star Trek II : The Wrath of Khan. 42 24 `` Valley Girls '' Mark Piznarski Josh Schwartz & Stephanie Savage May 11, 2009 ( 2009 - 05 - 11 ) 2.30 In a flashback to the 1980s, 17 - year - old Lily Rhodes ( Brittany Snow ) gets kicked out of boarding school and runs away to Los Angeles, reconnecting with her parents, Rick ( Andrew McCarthy ) and Cece ( Cynthia Watros ), and sister, Carol ( Krysten Ritter ). Back in present day, Blair and Nate attend prom together, but the evening does not turn out exactly as planned and Chuck and Serena have a little something to do with that. Serena and Lily do not see eye - to - eye over Serena 's recent run - in with the law. No Doubt performs in the flashbacks as a 1980s band called Snowed Out. Title reference : The 1983 film Valley Girl. 43 25 `` The Goodbye Gossip Girl '' Norman Buckley Joshua Safran May 18, 2009 ( 2009 - 05 - 18 ) 2.23 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 to come up with a plan of attack. Lily and Rufus get engaged and move in together. With Blair 's blessing, Jenny becomes the new `` Queen Bee ''. Chuck finally admits his love to Blair and the two reconcile. Nate decides to go on the backpacking trip with Vanessa, while Georgina recovers Dan 's money and requests Blair for a roommate at New York University. Carter Baizen reveals to Serena where her father is. In the end, Serena is going to Brown, Blair, Dan, Vanessa, and Georgina are going to NYU, and Nate is going to Columbia University. Title reference : The 1977 film The Goodbye Girl. Dvd release Complete season Release dates DVD extras and bonus features # of discs Region Region Region Region 2nd August 18, 2009 September 28, 2009 October 2, 2009 September 24, 2009 ( Brazil ) October 28, 2009 ( Australia ) 5th Ave. Meets Gossip Girl : Tour the Gossip Girl Crowd 's Favorite Haunts ; Faces Behind the Design : Creative Forces Behind the Show 's Art and Fashion ; Chasing Dorota Webisodes ; Gag Reel ; Downloadable Audiobook of the Best - selling Novel Gossip Girl, You Know You Love Me by Cecily von Ziegesar, read by Christina Ricci ; Unaired Scenes. 7 References Jump up ^ Top CW Primetime Shows, September 1 - 7. TV by the Numbers. September 10, 2008. Retrieved September 8, 2010. Jump up ^ Top CW Primetime Shows, September 8 - 14. TV by the Numbers. September 17, 2008. Retrieved September 8, 2010. Jump up ^ Top CW Primetime Shows, September 15 - 21 Archived 2008 - 12 - 02 at the Wayback Machine... TV by the Numbers. September 23, 2008. Retrieved September 8, 2010. Jump up ^ Top CW Primetime Shows, September 22 - 28. Tv by the Numbers. September 30, 2008. Retrieved September 8, 2010. Jump up ^ Top CW Primetime Shows, September 29 -- October 5. Tv by the Numbers. October 7, 2008. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, October 13 - 19. TV by the Numbers. October 21, 2008. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, October 20 - 26. TV by the Numbers. October 29, 2008. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, October 27 -- November 2. Tv by the Numbers. November 4, 2008. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, November 3 - 9. Tv by the Numbers. November 11, 2008. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, November 10 - 16, 2008. Tv by the Numbers. November 18, 2008. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, November 17 - 23. TV by the Numbers. November 25, 2008. Retrieved November 4, 2010. Jump up ^ Top CW Primetime Shows, December 1 - 7, 2008. TV by the Numbers. December 9, 2008. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, December 8 - 14, 2008. Tv by the Numbers. December 16, 2008. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, January 5 - 11. TV by the Numbers. January 13, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, January 12 - 18. TV by the Numbers. January 21, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, January 19 - 25, 2009. TV by the Numbers. January 27, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, February 2 - 8, 2009. TV by the Numbers. February 10, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, March 16 - 22, 2009. TV by the Numbers. March 24, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, March 23 - 29, 2009. TV by the Numbers. March 31, 2009. Retrieved July 5, 2010. Jump up ^ Top CW Primetime Shows, March 30 -- April 5, 2009. TV by the Numbers. April 7, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, April 20 - 26, 2009. TV by the Numbers. April 28, 2009. Retrieved July 6, 2010. Jump up ^ Top CW Primetime Shows, April 27 -- May 3, 2009. Tv by the Numbers. May 6, 2009. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, May 4 - 10, 2009. TV by the Numbers. May 12, 2009. Retrieved February 2, 2012. Jump up ^ Top CW Primetime Shows, May 11 - 17, 2009 Archived 2009 - 10 - 05 at the Wayback Machine... Tv by the Numbers. May 19, 2009. Retrieved September 15, 2010. Jump up ^ Top CW Primetime Shows, May 18 - 24, 2009. Tv by the Numbers. May 27, 2009. Retrieved September 15, 2010. External links List of Gossip Girl season 2 episodes on IMDb List of Gossip Girl season 2 episodes at TV.com Gossip Girl Episodes Season 1 `` Pilot '' `` The Wild Brunch '' `` Victor, Victrola '' `` Hi, Society '' `` The Thin Line Between Chuck and Nate '' `` Desperately Seeking Serena '' `` All About My Brother '' `` Much ' I Do ' About Nothing '' Season 2 `` Summer, Kind of Wonderful '' `` Never Been Marcused '' `` The Dark Night '' `` The Ex Files '' `` The Serena Also Rises '' `` Seder Anything '' `` Valley Girls '' `` The Goodbye Gossip Girl '' Season 3 `` Reversals of Fortune '' `` The Freshman '' `` The Lost Boy '' `` Enough About Eve '' `` They Shoot Humphreys, Do n't They ? '' `` The Last Days of Disco Stick '' `` The Debarted '' `` The Hurt Locket '' `` Last Tango, Then Paris '' Season 4 `` Belles de Jour '' `` Double Identity '' `` The Undergraduates '' `` Touch of Eva '' `` Easy J '' `` Gaslit '' `` The Townie '' `` Petty in Pink '' `` The Princesses and the Frog '' `` The Wrong Goodbye '' Season 5 `` Yes, Then Zero '' `` All the Pretty Sources '' `` Rhodes to Perdition '' `` Riding in Town Cars with Boys '' `` The End of the Affair ? '' `` Father and the Bride '' `` G.G. '' `` The Backup Dan '' Season 6 `` Gone Maybe Gone '' `` New York, I Love You XOXO '' Characters Serena van der Woodsen Blair Waldorf Dan Humphrey Nate Archibald Jenny Humphrey Chuck Bass Vanessa Abrams Eric van der Woodsen Lily van der Woodsen Rufus Humphrey Georgina Sparks Juliet Sharp Ivy Dickens Lola Rhodes Related Gossip Girl novel series The It Girl novel series OMFGG -- Original Music Featured on Gossip Girl No. 1 Gossip Girl : Acapulco episodes Gossip Girl : Thailand Retrieved from `` https://en.wikipedia.org/w/index.php?title=Gossip_Girl_(season_2)&oldid=866491674 '' Categories : 2008 American television seasons 2009 American television seasons Gossip Girl ( season 2 ) episodes Hidden categories : All articles with dead external links Articles with dead external links from March 2017 Articles with permanently dead external links Webarchive template wayback links Talk Contents About Wikipedia Español Français Íslenska Italiano Português Edit links This page was last edited on 30 October 2018, at 17 : 32 ( UTC ). 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Question: when do blair and chuck get together in season 2
Answer: "The Goodbye Gossip Girl"