When do dan and blair break up

However, they break up off-screen somewhere in season four, leaving fans puzzled and disappointed at the end of their story. Carter Baizen is a dubious and sleazy character, for sure. He does numerous reprehensible things during his time on Gossip Girl , but so does literally every other character. However, and despite his playboy ways, his love for Serena is always evident. Carter's pride and complicated past bring an end to the relationship.

Trust is also an issue, considering these two are so used to playing games, they don't even consider honesty a viable option most of the time. Still, and thanks to the chemistry between Blake Lively and Sebastian Stan, it was sad to see them part ways. Eric's first serious boyfriend is the sweet and unassuming Jonathan Whitney.

The two start dating in season two and stay together for quite a while. They have a quiet and intimate relationship, far from Gossip Girl's scandals. The two mostly keep to themselves unless they get dragged into their friend's schemes. When Jenny becomes Queen and begins treating everyone like trash, Eric gets fed up and tries to take her down.

His plan backfires and Jonathan, disappointed at his actions, breaks up with him. It's a shame to see their relationship come to an end because they are, by far, the show's most stable and healthy couple. These two were perfect for each other. Pretty, laid back, somewhat vacuous, but always willing to help their friends in their time of need.

Nate spends most of the series' first seasons in love with Serena, yet she always strings him along. She even dates his cousin before giving him a chance, but they eventually get together in season 3. Their relationship is not without its problems, but it's clear the two love each other and are willing to work through the difficulties. Nate is always insecure, though, and believes she'll leave him at any moment. And while Serena does love him, she doesn't trust him enough to let him in , mainly because he isn't afraid to tell her when she's acting out.

In the end, Serena dumps him and goes back to Dan, breaking Nate's heart, along with the fans'. She seems to think he's somehow a better person than everyone else in her world and thus holds him in high esteem, despite no proof to support her thesis. Dan and Serena break up and get back together more than any other couple in the show.

And while they become tiresome by the show's end, their first break-up is actually quite sad. It takes place during Lily and Bart's wedding, and they share one last dance before saying goodbye, for the summer, at least, because they get back together in the next episode. As the two of them keep seeing each other secretly they start to question their friendship,and Dan thinks there may be more to the friendship, so in Episode 17 Empire Of The Son he comes to Blair 's apartment and suggest that they kiss, so that they can know without a doubt if there is something more between them.

After the mid-season term we see Dan checking his phone and having a conversation with Eric about the kiss he. Even though he denies that he likes Blair , he gives himself away with his own words and Eric.

We learn from this exchange that Dan has been waiting a whole week for Blair's text or phone call but she has mysteriously been ignoring him all week. Chuck on the other hand wants Blair back. Knowing that the obstacle to their relationship is the fact that Blair wants to become a powerful woman before. Epperley calls Blair who in the meantime has told Dorota that she's had an epiphany about her romantic future but doesn't want to deal with it. She accepts the job and while working she tells Epperley that she had a life changing kiss.

Epperley informs Chuck about the news and he goes to Dan 's in order to find out who she kissed he thinks it might be someone from W, where Dan worked.

Dan learns, via Chuck, that Blair said the kiss she had was life-changing, and clearly impressed by this piece of information, starts rambling about how much Blair is better when she's not around Chuck. Chuck has now understood that is Dan the one who Blair has kissed, and we see him exiting the loft and calling Epperley to ask her "One More Favour".

And she leaves him all alone and apologises to Dan for what Chuck has done. Dan accepts her apology but still has feeling for her and hides it. They agree to meet for lunch in Veselka in Brooklyn, and that no one must know about their relationship. Meanwhile, Dan has been hired to write about Louis, but once he realizes that Louis is seeing Blair , he drops the assignment.

Initially he feigns nonchalant about her being on a date, but he isn't happy about the idea of her being with Louis. Louis' parents realize why he's in New York, and his handler arrives to check up on him. Lucien, his handler, doesn't know about his relationship with Blair. Both Louis and Blair want him to believe that they are only friends. Blair tells Dan that she has a brilliant plan to keep proving to Lucien that she and Louis aren't in a relationship.

She and Dan will kiss at the Pink Party, and Louis' handler will believe that she is dating Dan instead. She tells him that she found out why he was at the restaurant, following Louis, and that this kiss is essential. Initially Dan doesn't agree, but once she mentions that Chuck already knows about their previous kiss, he says he will help her stage a kiss at the party later that day.

They arrive at the Pink Party, and have to stay away from one another so that no one especially Serena will know they are friends. Meanwhile, Serena, suspicious, has asked Charlie to flirt with Dan and see what happens. Charlie follows them. They stage the kiss for Lucien. When they are walking down the stairs, there is a Gossip Girl blast, and their kiss is broadcast on to everyone at the party. Charlie emerges from upstairs, and there is a second where Dan realizes what has happened, before Blair pulls him away to find Serena so that they can explain.

Everyone at the party assumes they are together, and because Lucien is there, they affirm these suspicions. Serena confronts them about the kiss, and Dan and Blair quickly try to explain to her that it was staged and means nothing to either of them. She asks about their previous kiss, and Blair tells her it only confirmed to her that she wanted to be with Chuck, not Dan. Dan leaves Blair and Serena to talk, and Serena confronts Blair about her secret friendship with Dan.

She accuses Blair that she only wants to be Dan 's friend because Dan was once hers. Blair defends her relationship with Dan , claiming that they have a real connection. She tells Serena that she will no longer be in her shadow and that she and Louis will be together and happy. She leaves the party. Charlie, meanwhile, goes to Dan 's loft in Brooklyn to apologize for her actions at the party.

She tells Dan that she thinks he really likes Blair , and he says he does. In the season finale, Blair is going to spend the summer in Monaco and Dan will spend time with Eric in the Hamptons.

Louis has asked Blair to marry him, and she has accepted. Dan and Blair make plans to watch movies together, as friends, over Netflix. Season 5 of Gossip Girl begins with Dan in the Hamptons.

He appears upset when he receives Blair 's invitation for her royal wedding. Dan soon finds out that someone has published his book, Inside.

Meanwhile, Blair , back from her cruise and is currently in Manhattan again, is frustrated with Louis' domineering mother, who feels the need to have complete control over the wedding. Dan finds out that Vanessa has published his book without his permission and tries to undo the damage, especially after Vanity Fair magazine want to publish a part about Dan and Blair.

Desperate, Dan turns to Louis for some help, hoping the prince could put some royal weight on it and manage to cancel the publishing. Louis informs him that he promised earlier to Blair that he's going to take her to the Royal consulate, so he calls her and tells her that he would not be able to make it, much to Blair's disappointment.

Soon after, Blair then arrives at Dan 's loft and tells him that despite they haven't spoken since the holidays, he is the only person she knows in New York at the moment. She announces that she plans to break it off with Louis.

She asks him about his trip to the Hampton, to which he responds to staying at CeCe's house. She asks if he will take her to the Hampton as she will need to get away from the city after she ends things with Louis.

She asks him to 'take her there' and Dan fools her into believing that Louis does not have her best interests at heart, despite the fact that Louis is doing something to help him. He begins to get ready just as Louis enters the loft. Blair assumes that Louis was following her, and starts reprimanding him. Dan 's conscience gets the better of him and reveals that he tricked her, and the reason Louis was not there was because he was helping Dan with his book issue.

Blair soon becomes furious with Dan as he did not tell her the real reason why Louis could not make it and departs with Louis, arm-in-arm, leaving Dan alone.

And at the end of the episode it's been revealed that Blair is the one pregnant. Over the next few episodes, Blair is found having trouble keeping the pregnancy a secret and begins having morning sickness. Things get more difficult when Louis's sister, Princess Beatrice, comes to town. When she hears Blair 's morning sickness in the bathroom, she begins to assume that Blair has gone back to being bulimic.

She decides to invite Blair to a feast to be sure. Meanwhile, in Brooklyn, Dan is still trying to stop the publishing of his book, so that he will not be rejected by his closest friends and family. He calls Serena on the phone and asks her how she went through Lily's bank account so that he can go to Vanessa's bank and look for the publisher, but she tells him that it was all Chuck's doing, driving him to go searching for Chuck.

To his horror, he finds Chuck getting beaten up by a group of men. He attempts to stop the men unsuccessfully, but when Chuck tells them to stop, he reveals that the men were not real criminals and he paid them to hurt him, much to Dan 's astonishment. This leads Dan to search for Blair and inform her about Chuck's recent dilemma so that he get him the helps that he wants.

Meanwhile, at the feast, Blair begins to feel sick and searches for an excuse to run to the bathroom without arising suspicion. She begins to silently pray to God for a way out, and once she finishes, she sees Dan at the front of the door.

Blair drags him to the toilet and orders him to guard the door. Dan announces that Chuck is getting himself into trouble again, but Blair brushes it off, stating that he's merely doing it to get her attention. Once Dan hears Blair throw up, he begins wonders what is wrong with her and, like Beatrice, assumes that she has gone back to her previous bulimic ways. He voices out his concern and Blair leaves the wash-room stall, stating that she was not bulimic, but instead pregnant. However, Beatrice walks into the bathroom just as Blair reveals her pregnancy to Dan.

The both of them are shocked, but agree to keep it a secret. Afterwards, Blair arrives at Dan 's loft once again, revealing to him that she is uncertain who the father of her unborn child is. He encourages her to take a test, but she refuses, stating that she'll lose her fairytale if Chuck is the actual father. Dan responds that she will still have him. However, Blair , being her usual self, still tries to avoid taking the test, but after much persuasion from Dan , she eventually does, and announces that the father is Louis.

She then tells Louis that she's pregnant, much to his elation. Soon afterwards, Serena, Nate, Chuck, Louis's mother, Eleanor and Cyrus all know about Blair 's pregnancy, and she decides not to keep anymore secrets regarding her unborn child.

Dan decides that it is time for him to tell Blair about his feelings for her, unrequited or not, when she comes and visits him at his loft, feeling heavy-hearted and dejected.

She tells him that she wishes to be happy again, but has forgotten how to be. After a very emotional phone call with Chuck, Blair enters Dan 's living room heartbroken, looking devastated and emotionally drained. Dan decides to attempt and bring Chuck and Blair together again, as this is what Blair wants.

He decides to keep his feelings for Blair quiet and bottled up, only letting Serena know how he feels about her. Dan leads both Chuck and Blair individually into an enclosed candlelight room. Once they both come face-to-face, Dan closes the door and shows himself out, leaving them both alone. Then, he engages in a discussion with Serena, telling her that it would be wrong to him to reveal his feelings about Blair to her.

Serena to tells him that he's one of the good guys. While Blair and Chuck are whisked away in a town car, planning on running away together, Blair decides that she wants to raise her unborn child with Chuck.

They both end up in a serious, life-threatening car accident when paparazzi tail them continuously after Ivy sends Gossip Girl a blast, informing her on Chuck and Blair 's whereabouts.

The accident causes Serena, who is alongside Nate and Dan , to be more furious at Gossip Girl then ever before, and blames her entirely for the accident caused. Dan momentously states that she Gossip Girl didn't jump on one of the motorcycles and chase Chuck and Blair down the road, but Serena angrily responds that the accident is merely the result of all the amount of damage that Gossip Girl has caused throughout the years.

Nate agrees, and he Serena begin planning on taking Gossip Girl down for good, to avenge Chuck and Blair. Still, we will fondly remember the glimmer of hope we felt when we saw Dan and Blair thriving in their newfound romance. Ever wondering where we are playing next go to mothxr or Mothxr.

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