She initially agrees and plans a huge party at The Palace. Throughout the episode, Chuck talks openly to Nate about how he should seal the deal with Blair. Blair and Chuck struggle with admitting their feelings for one another. When she finds out, she tracks them down and begins to lay into Jenny until Chuck admits it was all his plan. When Chuck acquires Bass Industries, Blair tries to celebrate him with a surprise brunch, but Jack sets Chuck up to be fired. However, her tendency to overachieve can lead to feelings of paranoia, with dramatic or comical results. She fakes her virginity for him and they get back together Hi, Society. They agree that they love the game too much to stop, and they decide to put their relationship on hold Pret-a-Poor-J. At the end of the series she and Serena are at odds when they both date Nate until they both decide to let him go and move on with their lives. Afterwards, they dance together and agree to take their relationship slow. However, he is discouraged by his father at the last minute, and stands Blair up.
She excuses herself from her party crying, and says her birthday wish didn't come true. She ends their affair, and goes to find Nate. Blair sits with him and comforts him, and they go together to the cemetery for him to properly mourn his father's death. However, the date ends after Blair learns Serena will also be attending Columbia University in the fall and Louis reveals he thinks Blair is only after his title. She soon discovers that Catherine is also sleeping with Marcus, and she tells Blair hoping to get Nate out of the arrangement. At the funeral, Blair works to make sure Chuck behaves and appears sober, despite finding him completely wasted beforehand. Devastated, he decides to stop looking and Blair continues to support him The Hurt Locket. However, he is discouraged by his father at the last minute, and stands Blair up. Two years later, after some casual screwing, they have a son maybe. Along with Dan, she successfully banishes Georgina and at Lily van der Woodsen and Bart Bass ' wedding, decides to give Chuck a real chance. Afterwards, he tells Blair he has no interest in the locket or who it belongs to but she later finds out that despite this, he has been looking into it. However, a still jealous Chuck finds Vanessa after the break up and tells her that Nate left her for Blair. They also end up working together at W. After being encouraged by Serena to do a grand gesture for Blair to get her to forgive him, he decides to throw them a traditional Polish wedding. Nate struggles to keep The NY Spectator afloat. Retrieved July 9, However when Chuck finds out what she did, he bans her from the opening for betraying him. Hurt, Blair uses his uncle Jack to expedite his liquor license but eventually discovers it was fake. The pair broke up after a threesome with Vanessa made Dan realize his heart belonged to V. She manipulates her way in and reveals Serena killed a man. S3 Nate lost his virginity to Serena before the show began, but it took the pair two seasons make it temporarily official. He refuses, claiming it isn't the Blair he wants, so she leaves him. Two weeks later she leaves to spend the summer in Paris with Serena. Privately, Chuck reveals that he voted for Blair about times and removed all the ballots for Nelly from the box so she could have the prom of her dreams. Her father then makes a donation to the school, though Blair is still wait-listed. Following a night out together, the two have sex before Chuck advises Blair to return to Louis, believing that she will be happier with him.
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