The second season of Gossip Girl, an American teen drama based upon the book series by Cecily von Ziegesar. Developed for television by Josh Schwartz and Stephanie Savage. Airing on The CW from September 1st 2008 till May 18th 2009 with 25 episodes, including spin-off pilot Valley Girls; focusing on Lily van der Woodsen (Kelly Rutherford/Brittany Snow) and her family in Los Angeles in 1983.
- Blair and Chuck's undeniable love for each other, but using games for their profit in the relationship.
- From the aftermath of the breakup in the first day of senior, Serena rises again as Queen S in school, dethroning Blair out of her chair of ruling.
- The Bass-Van der Woodsen's newly family. Known as the most wealthy, socialited and love in happiness.
- The wedding of the Waldorf-Rose family. Approval of Blair's father
- Preparing for college life, as graduation of high school comes towards an end.
- Serena befriended with socialite, Poppy Lifton.
- The Waldorf fashion show, leaving Serena becoming more higher on the social ladder.
- Jenny's rebellion of deeming herself of last year's Little J and atempting to become emancipated during thanksgiving.
- Serena's arrest towards graduation.
- The discovered location of Serena's father, Dr. William Van der Woodsen, in the beginning of summer.
- Serena given an acceptance spot towards Yale, but denied for Brown.
- Blair's dream of being into Yale, shattered. Leaving her with NYU from recommendations of her new step-father, Cyrus Rose.
- Nate's achievement with the enrollment of Columbia for College.
- Dan and Vanessa attending NYU with Blair Waldorf.
- Jenny's fashion line started fantasic to a tradegy ending.
- Nate being paid off by the Dutchess from sleeping with her, while being married, in order to save his family dept.
- Chuck being the head control of Bass Industries, in his father's place, once Lily gave it to him by adopting him to become his legal guardian.
- Bart Bass, Chuck's father, died in winter and Chuck ends up in an extremely bad depression state which only Blair can get him out of.
- Serena and Dan find out their parents had a lovechild and they are related by their half-brother.
- Lily and Rufus kick off a romance after Bart's death.
- Eleanor Waldorf's marriage with Cyrus Rose.
- Georgina returned and she wasn't as cruel as before, but it didn't take long to turn herself in too her cruel self again.
- Nate had one relationship each with Blair, Jenny and Vanessa.
- Serena had two relationships with Dan and one each with Aaron Rose and Gabriel Edwards.
- Dan had two relationships with Serena and a fling with Rachel Carr.
- Blair had one relationship each with Chuck, Nate, Carter Baizen and Lord Marcus Beaton.
- Chuck only had one relationship and that was with Blair, but had sex with Vanessa.
- Vanessa only had one relationship and that was with Nate, but had sex with Chuck.
- Jenny only had one fling with Nate.
Rachel Carr (Only as a guest)
Valley Girls (spin-off pilot)
|01||Summer Kind of Wonderful||September 1, 2008||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, married woman named Catherine. Blair returns from abroad with a hot guy on her arm, making a very jealous Chuck question his decision to leave Blair stranded at the heliport. Dan has spent the summer assisting a famous author, 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 an invite to a much-coveted Hamptons' White Party at which Eric introduces her to socialite Tinsley Mortimer.----
Title based off of the movie Some Kind of Wonderful
|02||Never Been Marcused||September 8, 2008||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 based off of the movie Never Been Kissed
|03||The Dark Night||September 15, 2008||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 won't work out for the two.----
Title based off of the movie The Dark Knight
|04||The Ex-Files||September 22, 2008||3.33|
|Blair and her minions decide to befriend the new girl Amanda 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 based off of the movie The X-Files
|05||The Serena Also Rises||September 29 2008||3.40|
|In the midst of Fashion Week, a furious Blair learns that her mother, Eleanor, at the suggestion of her protege Jenny, has given Serena and her new socialite friend, Poppy Lifton, 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.----
Title based off of the movie The Sun Also Rises
|06||New Haven Can Wait||October 13, 2008||3.31|
|After Blair and Serena 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 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 a group of Skull and Bones members and Nate hooks up with a co-ed.----
Title Based off of the movie Heaven Can Make
|07||Chuck in Real Life||October 20, 2008||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 isn't ready to play by their rules. Meanwhile, Dan and Jenny discover a big secret that Nate has been keeping from his friends.----
Title Based off of the movie Dan in Real Life
|08||Pret-a-Poor-J||October 27, 2008||3.05|
|Jenny befriends a young model, Agnes, 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, and realizes they have an instant chemistry. Blair attempts to seduce Chuck, but it proves tougher than she ever imagined.----
Title Based off of the movie Prêt-à-Porter
|09||There Might be Blood||November 3, 2008||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 based off of the movie There Will Be Blood
|10||Bonfire of the Vanity||November 10, 2008||2.88|
|Blair does not approve of the new man, Cyrus Rose, 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 expose 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.----
Title based off of the movie Bonfire of the Vanities
|11||The Magnificent Archibalds||November 17, 2008||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 doesn't get her way. Serena isn't 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 based off of the movie The Magnificent Ambersons
|12||It's a Wonderful Lie||December 1, 2008||3.11|
|For the annual Snowflake Ball, Blair and Chuck make a bet that they can find the ideal dates for each other. Aaron's ex-girlfriend, Lexi (guest star Natalie Knepp), expresses an interest in Dan. Nate, Jenny and Vanessa get into a tangled situation that puts their friendships and hearts on the line.----
Title based off of the movie It's A Wonderful Life.
|13||O Brother, Where Bart Thou?||December 8, 2008||2.99|
|A sudden and tragic event. Blair has something important to say to Chuck... but it's said at a bad time. When Serena decides to travel to Argentina with Aaron, Dan decides to express his feelings for her, but is it too late? Meanwhile, Cyrus and Eleanor get married. And Rufus discovers something that Lily has been keeping from everybody for a long time.----
Title based off of the movie O Brother, Where Art Thou
|14||In the Realm of the Basses||January 5, 2009||2.96|
|With Chuck MIA since his father's funeral, Jack 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.----
Title based off of the movie Ai no corrida (In the Realm of the Senses)
|15||Gone with the Will||January 12, 2009||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 based off of the movie Gone with the Wind
|16||You've Got Yale!||January 19, 2009||2.22|
|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 bonds with her new Shakespeare teacher, Rachel, 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 based off of the movie You've Got Mail
|17||Carrnal Knowledge||February 2, 2009||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. Dan and Serena decide to break up. Dan also has sex with Rachel as she is no longer a teacher.----
Title based off of the movie Carnal Knowledge
|18||The Age of Dissonance||March 16, 2009||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, and enlists Vanessa's knowledge of theater to help her get his attention. Blair receives devastating news about her future that leads her on a witch-hunt for the person responsible. 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. Chuck enlists help from an unlikely source, his nemesis Carter Baizen.----
Title based off of the movie The Age of Innocence
|19||The Grandfather||March 23, 2009||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 their friend. Vanessa convinces Nate that it may be time to forgive and forget when it comes to his mother's Kennedyesque 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 based off of the movie The Godfather (Part I).
|20||Remains of the J||March 30, 2009||2.45|
|Serena decides to throw Jenny an intimate party for her sixteenth birthday, but things get way out of control when Serena turns the small gathering into a party. Jenny is angry and 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.----
Title based off of the movie The Remains of the Day
|21||Seder Anything||April 20, 2009||2.37|
|Serena returns from her trip to Spain with Poppy and Gabriel. Blair makes a secret deal with Nate's grandfather, William, 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 based off of the movie Say Anything
|22||Southern Gentlemen Prefer Blondes||April 27, 2009||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 based off of the movie Gentlemen Prefer Blondes
|23||The Wrath of Con||May 4, 2009||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 based off of the movie Star Trek: The Wrath of the Khan.
|24||Valley Girls||May 11, 2009||2.30|
|In a flashback to the 80s, 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 doesn't turn out exactly as planned and Chuck and Serena have a little something to do with that. Serena and Lily don't see eye-to-eye over Serena's recent run-in with the law. No Doubt performs in the flashbacks as an 80s band called "Snowed Out".----
Title based off of the movie Valley Girl.
|25||The Goodbye Gossip Girl||May 18, 2009||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 NYU. 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.----
Title based off of the movie The Goodbye Girl
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