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The relationship between Chuck and Serena , also known by the portmanteau Cherena , is the platonic relationship between Chuck Bass and Serena van der Woodsen. They are very close friends and siblings. Serena plays a great role as Chuck's step-sister; often confiding and giving Chuck guidance during his hardships. In the books, Serena and Chuck hook up for 3 weeks until gossip girl finds out and creates an eblast and Nate finds out. Throughout the first couple of Seasons both Serena and Chuck have minimal interaction with one another. Often Chuck plays sexual games and flirts with Serena's affections.

Sep 13,   Meanwhile, Serena has leaked Blair's diary to Gossip Girl, forcing Blair to think about her feelings for Chuck and Dan and make a decision between the two. Dan isn't happy about possibly losing Blair, and he and Serena hook up. Afterwards they each try desperately to cling to the moral high ground, as they are wont to do.

Georgina returns; Chuck and Nate are at a crossroads in their friendship - a result of their mutual interest in Blair. Blair 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. Gossip Girl livens things up at graduation by sending out a shocking email blast during the ceremony.

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Blair and Chuck adjust to their new status as a couple; Serena returns from Europe with many secrets and a complicated relationship with Carter. It's Blair versus Chuck as they both set their sights on a particular item up for bid at Sotheby's; Georgina takes an interest in Dan. Lily and Rufus move up their wedding, but complications threaten to tear them apart; Chuck discovers a secret Carter has been keeping from Serena; Dan and Vanessa are pulled into one of Georgina's schemes. Dan invites Olivia to meet Rufus and Lily, which leads to all sorts of problems for the new couple; Serena and Nate team up to help Carter Baizen.

Serena helps Chuck open his club, but Blair feels left out; Dan is unnerved watching one of Olivia's sex scenes with a former co-star. Chuck wrestles with a past issue; A serious car accident rocks the Upper East Side; Dan and Vanessa try to navigate their complicated friendship. Season 3 episode 12 Blair tries to keep Chuck calm during the 1 year anniversary of his father's death.

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Chuck and Blair are faced with the most difficult decision they have ever faced as a couple. Serena plans a surprise birthday party for Nate, but Jenny does her best to sabotage Serenas's Chuck offers to throw a wedding for a very pregnant Dorota who insists that she and Vanya have a traditional wedding before her parents arrive from Poland and find their daughter pregnant Blair must decide whether to meet Chuck at the top of the Empire State Building or risk losing their future together.

Blair is pursued by a handsome young man she suspects is part of Monaco's royal family.


Chuck adjusts to a fresh start in Paris with a mysterious new woman, Eva. Nate suspects that Juliet is keeping a big secret from him and decides to confront her. Blair schemes to undermine Chuck's newfound happiness.

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Dan finds himself torn between his feelings for Serena and Vanessa. Blair is caught off-guard - and not in a good way - by a surprise guest at her birthday party.

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Having had enough of Chuck and Blair's games, Serena and Nate decide to plan an intervention. Chuck and Blair decide it's in both their best interests to put the past behind them and end their vindictive games.

Nate confronts Juliet after discovering a secret she has been keeping Chuck hosts a "Saints and Sinners" masquerade party at the Empire Hotel.

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At the party, Dan and Nate don't know what to make of Serena's strange behavior and mixed messages. Blair sets her Chuck, Serena, Blair, Dan, Jenny and Eric find themselves faced with a crisis when a member of one of their families is hospitalized. Meanwhile, Nate attempts to help his parents, The Blair enlists Nate's help to win over her high-strung boss, Epperly, at W Magazine.

Dorota asks Blair and Chuck to be part of the ceremony and walk her down the aisle. Serena tells Nate she is having breakfast with the Humphreys when in reality she's secretly meeting up with Carter Baizen. Rufus discovers that Lily has been lying to him about her whereabouts. Lily and Rufus move up their wedding, but complications threaten to tear them apart; Chuck discovers a secret Carter has been keeping from Serena; Dan and Vanessa are pulled into one of Georgina's schemes. Director: Ron Fortunato | Stars: Blake Lively, Leighton Meester, Penn Badgley, Chace Crawford. Votes: Sep 14,   Chuck tried to rape Jenny in the pilot. Two seasons later, feeling low, he took her virginity. (S1, 3) Trying to break up Nate and Blair, Chuck and Vanessa wound up .

Damien stirs up more drama on the Upper East Side. Chuck finds himself torn between business and pleasure Ben's mother comes to town, forcing issues to the surface between Ben and Serena. Russell Thorpe is determined to destroy Chuck's family legacy, but he risks alienating his daughter, Raina, in the process.

As Lily awaits the consequences of her decision, William van der Woodsen, CeCe and Lily's sister, Carol, come into town to support her and be part of a Taschen photo shoot on "modern Charlie is finally starting to feel less like a fish-out-of-water with Serena and her friends, but complications present themselves when Charlie is invited to attend the Constance Billard Season four wraps up with an explosive finale, including the return of Georgina Sparks and Constance Billard mean girls Kati and Is, a cameo by "Gossip Girl" author Cecily von Ziegesar, a Blair has been mysteriously absent after she lost the baby, which lead Louis and Chuck to suspect her of having an affair.

Eventually they find out that she spends a lot of time with Dan Blair prepares to celebrate her upcoming royal wedding with a bachelorette party, but others scheme behind her back to make this a night to remember.

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After discovering the truth behind The much-anticipated th episode will open with a musical dream sequence featuring Serena, Blair and all the men in their lives. Also, while Chuck wrestles with the reality that Blair is Blair must make a difficult decision about her future, the consequences of which could hurt those she loves most.

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Serena takes the blame for an incident with Gossip Girl in order to protect Blair thinks Cyrus may have found a potential loophole in her prenup. When she finds him with a girl called Eva, he implies that he has received amnesia and any arguments for Chuck to return with her fall on deaf ears. Chuck gives Serena, a subtle and honest hint, that the man that got shot probably does not deserve his redemption.

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When confirming the stolen ring that Chuck was intending to marry Blair with, Serena enables Blair to confront Chuck to return back to the Upper East Side. In Serena's case it was to get Ben Donovan out of jail while Chuck's intention was to reclaim ownership and selling rights of Bass industries.

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The scheme included Serena impersonating her mother with Lily's ring and passport to obtain leverage from Lily's National and Savings Bank. Amongst the personal possessions, Chuck finds Lily's raunchy artistic pictures, but most importantly the signed affidavit. Despite some explanations from Lily, both Serena and Chuck are vigilant in confronting Lily with their leverage.

A lifestyle Los Angeles. At the end of the episode, he comments how proud he is that Serena has tried hard to make a mark at her job and in doing so has grown as individual; unbeknownst that Chuck is suffering from emotional fatigue from breaking up with Blair. In Memoirs of an Invisible Danas an observer to Dan's Insider novel being published, Chuck delights in Serena's dismay in her 'other' worldly projection, Sabrina.

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In The Backup Dana missing Mrs. Grimaldi, leads to Chuck in believing that Blair has second guessed her nuptials and wants to reunite with him with a just as worried Serena by his side.

Later in the episode, Serena takes the blame for Chuck 's sake because she initially believed he was the sender of Blair's wedding confession to Gossip Girl. In the finale, Serena and Chuck get no interaction with one another. Chuck also made Serena an aunt with a son, Henry Bass.

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Chuck and blair first hook up - Is the number one destination for online dating with more dates than any other dating or personals site. Rich man looking for older woman & younger woman. I'm laid back and get along with everyone. Looking for an old soul like myself. I'm a lady. My interests include staying up late and taking naps. How to get a good woman. Sarah Walker Bartowski, known throughout the series as Sarah Walker, was probably born May , although at least one false passport, seen in Chuck Versus the Helicopter, had her birthday listed as 30 November She is a CIA operative initially sent to Burbank to assess Chuck Bartowski, the recipient of the last contact sent by her former partner apparently gone rogue, Bryce Larkin. Above when do blair and chuck first hook up consider, that you. Posted on by Vijar. The relationship between Blair and Chuck, also known as Chair, refers to the partnership and relationship between Blair Waldorf and Chuck Bass. Throughout seasons four and five, the two go back and forth with their relationship.

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