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 Zero , Blair 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 Feast , Dan is the first person Blair tells about her pregnancy voluntarily. 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. 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. 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. 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.
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. In Salon of the Dead , 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 Rhodes , Serena's cousin.
It ends up failing, but they decide to try and make things work anyway. 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.
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. In the finale The Return of the Ring , pages 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 a while. She agrees to let him stay Portrait of a Lady Alexander , and 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.
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. This continues until Dan helps Chuck defeat a newly resurrected Bart Bass. Blair thanks him for doing the right thing, but takes it back after she learns Serena may move to Los Angeles after Dan's article on her The Revengers. Dan: Look, Blair, I don't think you're that bad of a person.
Maybe not my type but you're not terrible. And whatever it is that happened between you and Chuck, I'm sure you can fix it because if there's a pair meant for one another, it's you two. Dan: Say life is giving you signs, and you're ignoring them because you're afraid of the thing they're signaling you to do. But but- then you think, what if these signs are here for a reason?
And ignoring them just makes me a coward? Blair: Signs are for the religious, the superstitious, and the lower class. I don't believe in them and neither should you. Blair to Dan : Never to be realized literary aspirations, check. Townie, you're from Brooklyn, so check. And giving up everything to become Serena van der Woodsen's stalker, check. Face it Humphrey, you are one knitted tie away from Mr. Donovan territory.
Blair interrupts them to ask Dan why he isn't with Serena, saying she just wants him to be happy. Dan decides it's finally time to show her what would make him happy: he kisses her. Yes, Dan Humphrey finally kissed Blair Waldorf.
And she kissed him back! It was the perfect first kiss Blair tries to explain to Serena that it wasn't her fault, but S isn't having it, telling Blair that this may be the one thing that breaks their friendship for good. While the BFFs duke it out, Georgina tells Dan that if Blair defaults in her marriage in any way like, say, cheating on Louis with Dan , the dowry she owes would bankrupt the Waldorf family.
Dan chases Blair and asks her how she feels about him. Blair says it doesn't matter because Serena is her best friend. She gives him one longing glance and tells him "Happy Valentine's Day" before getting in her limo and driving off. Slow burn, indeed!
It Ain't Easy Being Gossip Girl: Despite having multiple sources, Georgina is having a tough time getting scoop for Gossip Girl, so she decides to play drama cupid, putting out a blast saying Nate is throwing a "Come As You Were" party where attendees show up as their high school selves. Loves it! The whole gang attends, with Serena wearing her old-school uniform: a plaid skirt, tie and a killer sequined cardigan.
Sigh, we miss that look. The party is all kinds of awesome and makes us miss Gossip Girl 's high school years. After snapping the picture of Dan and Blair kissing, Georgina decides to hold off on posting it to Gossip Girl, but uses it as ammunition in a different way: she shoves it in Chuck's face. His reaction? He hooks up with Dan's book editor! Seems like he's getting some action and helping to destroy Dan's career in the process. What a multi-tasker! Charlie vs. Ivy: Ivy Kaylee Defer is back, y'all, and she has some secrets!
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