He pretends to want another chance with her, but she figures out he's lying. He heads home to plan a special night for them The Grandfather: The committee votes to fire Rachel, and after it's done, she and Dan sleep together Carrnal Knowledge. On one of their outings, Chuck mistakenly assumes a woman is an escort and is threatened by her boyfriend.
On prom night, Serena is still in jail but Dan bails her out to escort her Valley Girls. He agrees to take her to the Snowflake Ball as his date, and Serena discovers that Lexi sleeps with guys on the first date. To make up, she invites him to Eleanor Waldorf 's fashion photoshoot featuring Blair so she can both support her and hang with Dan. In the sixth season , Dan reveals himself to be the anonymous blogger known as Gossip Girl. When he gets there, he sees her outside with Nate, and realizes she still has a choice to make Juliet Doesn't Live Here Anymore. He tries to return it, and ends up scoring a date with her as she attempt to avoid going to Blair Waldorf 's Kiss on The Lips Party. He over analyzes and is easily frustrated. While there, Rufus calls him to pass along the message from Lily van der Woodsen that Eric is missing from his room at The Ostroff Center. After seeing Blair out Serena for a nonexistent drug problem, then seeing Serena take the fall to protect her brother Eric van der Woodsen , Dan tells her that if she ever wants to get together and not talk, they can Poison Ivy. Chuck thanks him for having his back but takes it back after learning Dan was writing about him. He admits that while he had feelings for her in the past, he now like Serena. After they do, Dan realizes he really does have feelings for her and they get back together Double Identity. Once Serena has returned from Paris, Dan goes to hang out with her to avoid talking about his feelings with Vanessa. However, he realizes he misses her and goes off to find her in the Hamptons. In The Witches of Bushwick, Dan and Nate agree to each ask Serena on a date and whoever she says yes to is the one who can have her. He tells Jenny, who suggests he invite Nate over for dinner to convince him to stay. Dan decides to send Bart the story he wrote about Chuck, where he felt responsible for his mother's death, and it results in the Bass men becoming closer. He ells her he loves her, and she doesn't say anything. Dan becomes worried about her, and assumes it has to do with the recent meshing of the VDW-Bass families. Wanting to ease the tension between Serena and Vanessa, Dan brings Vanessa to Blair's birthday party. His infatuation with Serena remains one of the biggest differences, as in the books, their relationship is fleeting; as opposed to the series, where they are on and off through the duration. On the first day of school, Dan and Serena act awkwardly to each other but agree to try and be friends. He finds that Nate is living with the bare minimum after his family lost all their money. Dan gets accepted into Yale in You've Got Yale! Olivia agrees, but Dan is uneasy as he's seen their sex scenes and knows about their past relationship.
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