Blair and Chuck episodes
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- DirectorMark PiznarskiStarsBlake LivelyLeighton MeesterPenn BadgleyThe privileged prep school teens learn that Serena van der Woodsen is back in town.(Season 1 episode 1) Chuck and Blair appear to have an acquaintance-like friendship. It is obvious that at this point in time, neither Blair nor Chuck have any romantic feelings toward each other
- DirectorMark PiznarskiStarsBlake LivelyLeighton MeesterPenn BadgleyIn the wake of the scandalous Kiss on the Lips party, Serena receives an icy cold reception from Blair.(Season 1 episode 2)
- DirectorJ. Miller TobinStarsBlake LivelyLeighton MeesterPenn BadgleyBlair uncovers scandalous information about Serena; Dan sets his sights on impressing the Dartmouth representative.(Season 1 episode 3) First time Chuck and Blair schemed together.
- DirectorTony WharmbyStarsBlake LivelyLeighton MeesterPenn BadgleySerena and Dan finally acknowledge they are crazy about each other; Jenny discovers a secret about her parents; Blair is once again devastated by Nate's actions.Blair loses her virginity to Chuck.
- DirectorLee Shallat ChemelStarsBlake LivelyLeighton MeesterPenn BadgleyBlair puts on a happy face for her 17th birthday party and attempts to hide the truth from her friends.(Season 1 episode 7) Blair and Chuck sleep together again.
- DirectorPatrick R. NorrisStarsBlake LivelyLeighton MeesterPenn BadgleyAs 'Gossip Girl' posts news of the annual Cotillion Ball to take place on the approaching weekend, Blair decides not to go with Nate, but she finds herself being featured in The New York Times and is enjoying her secret affair with Chuck. Serena decides not to go either, so her grandmother, CeCe, shows up to change her mind. Meanwhile, Jenny volunteers for the ball and Lily takes her under her wing. But the night of The Cotillion is the night of Alison's first art opening, and Rufus and Alison tell Jenny that she cannot attend the ball. Jenny decides to defy them both by secretly attending the dance anyway. Refreshed by Blair's newly buoyant attitude, Nate asks her to the Cotillion and she accepts, which makes Chuck jealous. CeCe tells Lily and Serena that she is sick with lung cancer and her last dying wish is to see Serena go to the ball, and she wants Serena to go with the wealthy Carter Baizen. The snobbish CeCe takes an instant dislike to Dan and she approaches Rufus with an offer pay him to convince Dan not to go with Serena. Dan learns of this and tells Serena that he does not think very highly of CeCe by telling Serena about how CeCe tried to bribe his father to persuade him not to attend. Surprisingly, the skeptic Serena refuses to believe Dan that her compassionate grandmother is a crafty snob, and she ends up going to the ball with Carter... both her and Dan having fallen right into CeCe's ploy. Also, Chuck manipulates Nate into thinking Carter is having an affair with Blair to provoke a fight with him.(Season 1 episode 10) Blair ends their affair.
- DirectorNorman BuckleyStarsBlake LivelyLeighton MeesterPenn BadgleyGossip Girl takes pleasure in reporting that Serena has been spotted buying a pregnancy test, and word spreads like wildfire.(Season 1 episode 13) Chuck rejects Blair.
- DirectorNorman BuckleyStarsBlake LivelyLeighton MeesterPenn BadgleyWith Serena's reputation on the line, Blair takes matters into her own hands to deal with manipulative Georgina.(Season 1 episode 18) Blair and Chuck reconcile.
- DirectorJ. Miller TobinStarsBlake LivelyLeighton MeesterPenn BadgleyGossip Girl heads to the Hamptons as summer comes to a close; Serena and Nate fake a relationship as a cover for Nate's affair with a married woman.(Season 2 episode 1) Blair spent her summer in Europe and when she comes back, Chuck cannot say "I Love you" so she leaves him.
- DirectorJanice CookeStarsBlake LivelyLeighton MeesterPenn BadgleySerena and Dan must deal with their problems while trapped in an elevator; Blair and Chuck question the lack of passion in their relationships.(Season 2 episode 3) Chuck seduces Blair.
- DirectorTony WharmbyStarsBlake LivelyLeighton MeesterPenn BadgleyBlair seeks revenge by enticing Chuck to seduce Vanessa; Serena rebels at a party of Lily's; Dan and Jenny find out a secret Nate has been hiding.(Season 2 episode 7) Blair needs Chuck's help to seduce and destroy Vanessa.
- DirectorVondie Curtis-HallStarsBlake LivelyLeighton MeesterPenn BadgleyJenny befriends a model, and is encouraged to explore her wild side; Serena is attracted to an artist, Aaron Rose.(Season 2 episode 8) Blair attempts at seducing Chuck.
- DirectorMichael FieldsStarsBlake LivelyLeighton MeesterPenn BadgleySerena realizes Aaron has kept a secret from her; Jenny and Agnes plan a guerilla fashion show; Blair baby-sits the daughter of a Yale donor.(Season 2 episode 9)
- DirectorPatrick R. NorrisStarsBlake LivelyLeighton MeesterPenn BadgleyThe teens prepare for the annual Snowflake Ball, a charity event for prep school seniors.(Season 2 episode 12)
- DirectorJoe LazarovStarsBlake LivelyLeighton MeesterPenn BadgleyA sudden and tragic event impacts the lives of everyone on the Upper East Side, especially Chuck and the van der Woodsens.(Season 2 episode 13) Blair consoles Chuck over his father's death.
- DirectorTony WharmbyStarsBlake LivelyLeighton MeesterPenn BadgleyChuck's uncle, Jack Bass, arrives on the scene; Jenny returns to school and takes on the mean girls.(Season 2 episode 14) Blair saves Chuck.
- DirectorTricia BrockStarsBlake LivelyLeighton MeesterPenn BadgleyBart's will is read and everyone learns the fate of the Bass empire; Dan discovers the secret between Rufus and Lily.(Season 2 episode 15) Chuck tries to apologize to Blair.
- DirectorJ. Miller TobinStarsBlake LivelyLeighton MeesterPenn BadgleyDevastated by the recent plot twist in her life, Blair turns her back on her predictable existence in favor of a wilder lifestyle.(Season 2 episode 19) Blair tries to seduce Chuck.
- DirectorAllison Liddi-BrownStarsBlake LivelyLeighton MeesterPenn BadgleySerena throws Jenny a party for her 16th birthday, but things get out of control when Poppy Lifton turns the small gathering into a huge social event.(Season 2 episode 20) Blair is tired of fighting for Chuck.
- DirectorJohn StephensStarsBlake LivelyLeighton MeesterPenn BadgleySerena returns from her trip to Spain with Poppy and Gabriel; Blair makes a secret deal with Nate's grandfather; Dan gets a job.(Season 2 episode 21)
- DirectorPatrick R. NorrisStarsBlake LivelyLeighton MeesterPenn BadgleyGeorgina returns; Chuck and Nate are at a crossroads in their friendship -- a result of their mutual interest in Blair.(Season 2 episode 22)
- DirectorJanice CookeStarsBlake LivelyLeighton MeesterPenn BadgleyBlair pressures Georgina to help her in a scheme; Nate and Chuck's rivalry over Blair comes to a head; Lily hatches a secret plan to help Rufus.(Season 2 episode 23)
- DirectorNorman BuckleyStarsBlake LivelyLeighton MeesterPenn BadgleyGossip Girl livens things up at graduation by sending out a shocking email blast during the ceremony.(Season 2 episode 25) Chuck finally says "I love you".
- DirectorJ. Miller TobinStarsBlake LivelyLeighton MeesterPenn BadgleyBlair and Chuck adjust to their new status as a couple; Serena returns from Europe with many secrets and a complicated relationship with Carter.(Season 3 episode 1) Chuck and Blair are madly in love.
- DirectorNorman BuckleyStarsBlake LivelyLeighton MeesterPenn BadgleyBlair begins NYU, determined to keep her Queen Bee status, but Georgina has other ideas; Serena recruits Carter to get even with Chuck.(Season 3 episode 2)