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Almost any fan of the show will swear by their relationship, because let's face it, it is epic. And it does end happily. However, the couple is so frustrating the whole series because maybe they just aren't a good couple. The two screw each other over countless times and we still obsess over them. Rewatch these five times Chuck and Blair really weren't goals at all. And try not to cry! It took them almost three seasons to finally say those three little words.

How could you just look past that? When Chuck and Blair are fighting per usualBlair tries to actually end things with him. He tells her he needs her, and when she's not about it, he gets physical! He punches the glass behind Blair, in turn injuring her. There's literally blood on her face!

No thank you. Chuck and Blair are on and off at this point, and Chuck believes she will never come back to him.

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He claims he didn't care about his life, and finds desperate Jenny to sleep with. He takes her virginity, and obviously Blair finds out. The episode is freakin' heartbreaking, to say the least.

It literally makes no sense how the two got back together after this. Chuck sells Blair to Jack, who wants to have sex with her. His deal is if she has sex with him, he will give Chuck back his hotel. Chuck does it, without much hesitation, then gets mad at Blair for wanting the deal as well! Uh, WTF? Not okay. High Pony. However, Serena doesn't believe her.

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But just to make sure, she makes her newly arrived cousin Charlie Rhodes Ivy Dickensfollow Blair on a secret date just to make sure. She sees Dan and Blair together, and tells Serena.

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But when Serena arrives, she sees it's actually Louis Grimaldi and tells Charlie she was probably just confused on who Dan was. Louis is there secretly, and when his family finds out and orders him to come back to Monaco, Blair devises a plan to keep him there.

5 Times Chuck and Blair Actually Weren't Relationship Goals. Natalie Zamora 04 Jan OK, Chuck and Blair weren't dating at this point, but that doesn't excuse the fact Chuck tried to force himself on both Jenny and Serena. Jenny is Blair's enemy and Serena is her best friend! The assault itself is one awful thing, the personal Author: Natalie Zamora. Jan 13,   Chuck and Blair fans, get ready to implode. I just sat down with the talented and charismatic Ed Westwick, and the Gossip Girl bad boy dropped so much Chuck and Blair goodness, you probably should. Oct 17,   - Chuck Bass to Blair Waldorf. This is Chuck's defining moment of vulnerability. This is the moment every girl waits for. The truth is finally screaming. You have told us we were right and you were wrong. In the past, Chuck hid his emotions and wore his pride on his sleeve. Blair gave him the strength to tell the truth.

She acts like she's really in a relationship with Dan and Louis has just come to attend the Pink Party. At the party, she kisses Dan and has the picture posted on Gossip Girl. A jealous Serena realizes Vanessa was telling the truth and informs Blair that the only interest she has in Dan stems from the fact that Serena had him first.

Blair, however, defends her friendship with Dan, and that she considers them intellectual equals and they have a friendship on a different level than either have with Serena Petty in Pink. Before she goes, she tells Dan that she copied his Netflix queue and their movie discourse begins the following Monday. Eric notices the chemistry brewing between them, but says nothing. In Yes, Then ZeroBlair goes to Dan when she's thinking about leaving Louis but becomes angry when she realizes not only was Dan going to let her leave everything with no questions, but he knew Louis was protecting her.

In Beauty and the FeastDan is the first person Blair tells about her pregnancy voluntarily.

Nov 28,   Blair and Chuck Nickname Chair First Met Before Pilot Started Dating Relationship began Season 1 Episode Victor Victrola, on and off relationship through seasons 1 & 2. Officially started dating in Season 2 Episode The Goodbye Gossip Girl and broke up Season 3 Episode Inglourious Bassterds. On and off relationship in Season 4 & 5. Got married at the end of . There not dating in the season but they have a lot to do with. each other. There doing games and stuff. but the last episode chuck. says he loves Blair and then they get together in season 3. Chuck and blair actually dating - Register and search over 40 million singles: voice recordings. If you are a middle-aged woman looking to have a good time dating woman half your age, this article is for you. Is the number one destination for online dating with more relationships than any other dating or personals site.

She goes to see him that night, and admits she isn't sure if Louis or Chuck is the father, and Dan promises to be there for her no matter what happens. But once she receives the results, she decides not to look. After Dorota finds out, she calls Dan, who tries everything to make Blair look.

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Eventually he physically puts them in her hand and encourages her to look, if not for herself, for the baby, and she does The Jewel of Denial.

After Dan's book Inside comes out, Louis reads the parts with Blair and sees that Dan wrote about having sex with her.

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Upset, he cancels dinner with Blair and their parents and lies that his mother was delayed. Blair realizes it was Dan's book, and she too discovers what he wrote. She confronts him at his book release party, saying that what he wrote could end her engagement. He apologizes, and she makes up with Louis later Memoirs of an Invisible Dan. Soon after, Blair decides not to invite Dan or Chuck to her wedding shower.

Upset at being left out, Dan gets drunk and shows up anyway, ready to reveal his true feelings to Blair. Chuck goes to get him and stop him from ruining Blair's night, but she becomes angry that he crashed the event.

After she decides to take a break from Louis, Blair goes to stay with Dan to avoid the paparazzi. She considers leaving Louis for Chuck, but becomes devastated when Chuck tells her to stay with him. Dan, seeing how heartbroken Blair is, decides to bring them together secretly to finally be together.

After it's done, he tells Serena that he was going to tell her how he felt, but realized helping her be with Chuck was the right thing to do Riding in Town Cars With Boys. After Blair recovers from her accident and from losing her baby, Dan supports her by helping her secretly go to church and heal spiritually.

After Serena learns the real truth about why Blair is avoiding Chuck, she lies that she's back with Dan to save Blair from public embarrassment and losing Louis The End of the Affair? After Dan leaks the video of Blair and Chuck confession and blames Serena for that during the ceremony and Blair realizes Louis no longer loves her, she turns to Dan to help her escape the wedding G.

He brings her to the airport to help her escape the country to get a divorce, and then takes her to a hotel to wait for the next flight. After Blair decides to stay married as to not ruin her family's future, Dan promises to be there for her The Backup Dan. When Blair returns from her honeymoon, she decides to bring Dan and Serena back together for Valentine's Day. However, her plan backfires when Dan kisses her and she surprises herself by kissing back.

Despite her feelings, she tells him that they can't be together because of the prenup and the dowry Crazy Cupid Love. At the hospital, they finally realize their true feelings for each other and enter into a relationship The Princess Dowry.

Dan and Blair

Soon after, they attempt to consummate their relationship but are disappointed when the first time is awkward and terrible. After they both get drunk, they hook up in the elevator in the VDW building and decide that they connect "sexually" as well as intellectually Con Heir. Blair receives her divorce papers, but doesn't sign them. Dan finds out that Chuck paid her dowry and assumes that that's why she didn't sign.

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However, she admits to him that she didn't sign because she wasn't ready to stop being a princess yet. To solve her problem, he dresses her up in a gown and brings her to the Met steps to meet some fans of hers It-Girl Interrupted.

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In Salon of the Dea they clash over who's world they want to let their relationship live in. To reach a consensus, they host a salon that ends up getting crashed by Serena, Nate, Chuck, and Lola RhodesSerena's cousin.

It ends up failing, but they decide to try and make things work anyway.

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After reading that Dan is highbrow while she is lowbrow, Blair plots to make herself more relevant. In her quest, she ruins a party in Dan's honor but he forgives her, and agrees to help her find out who she really is Despicable B.

He invites Blair to come with him, but she dances around giving him an answer. After finding out she's back to scheming with Chuck, he lies to her that he lost the fellowship to someone else.

Mar 04,   Chuck also violently pushes Blair against the wall and breaks a window which cuts Blair's face saying, "You're mine." That is plain disturbing and physical assault. Blair always wanted a fairy tale wedding and Chuck and Blair get married so she can't testify against him. That is a great reason to get married and start a life together.

However, she finds out that isn't true and encourages him to take it. She agrees to go with him to Italy, despite Dan wondering why she hasn't said she loves him back yet The Fugitives.

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In the finale The Return of the Ringpages from Blair's diary are released, in those pages Blair admits she is afraid of her never being able to love someone as much as she loves Chuck even though the relationship with Dan was good and she felt intellectually stimulated. This statement upsets Dan. She steals his phone to keep him from seeing, but he sees anyway. He tells her that if she cares about him, she'll meet him at the Shepherds' divorce party to tell him.

She debates whether to go, but ultimately chooses to end their relationship to be with Chuck. Meanwhile Serena meets Dan at the Sheperd's and tells him that his love for "Blair" was based on the character he created but not on the real Blair, she tells Dan that the "real Blair" has always loved scheming and that it will always be a part of her nature.

Dan does not trust Blair and finally decides to hook up with Serena after she confesses her love for him. Serena kisses Dan and records everything on her cellphone. Blair is reluctant whether not to pursue Chuck, but she comes to realize she has always loved Chuck and goes to Monaco to tell Chuck she's ready to be with him. Dan is angry that she left him to maybe be with Chuck, and informs her that she and Chuck have excuses but not a great love.

After becoming homeless, Dan asks Blair if he can stay with her for awhile. She agrees to let him stay Portrait of a Lady Alexanderand he decides he wants to win her back. He offers to escort her to Cotillion, but she kicks him out of her apartment and ends their struggling friendship after his sex tape with Serena airs at the ball Monstrous Ball. Blair confronts Dan for cheating on her with Serena During Thanksgiving Dinner, Blair tries to convince Serena not to get back together with Dan because he's bad news.

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Serena doesn't believe her, until his serial pinning her as a golden shell comes out. Afterwards, Blair and everyone else begins to ice him out It's Really Complicated.

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