Novel Series
Daniel Humphrey lives with his father Rufus, and sister Jenny in Brooklyn, New York. He is tall, pale, quite neurotic, and enjoys drinking coffee. He is considered to be an intellectual when it comes to writing and literature, and was in fact an intern for The Strand one summer. His favorite past time is writing on his black journals. He goes to Riverside Preparatory School for Boys, on the Upper West Side, with Chuck Bass.
In the first part of the books, he is in love with Serena Van Der Woodsen because of a party he threw at their apartment before he went to boarding school. When Serena returned to the Upper East Side, she was ostracized by her peers, so she made friends with Dan and Jenny. Dan later realizes that he has feelings for Vanessa, so he begins a relationship with her.
They have a fight when a video of Jenny without her pants is leaked onto the internet, and she apologizes by sending his poem to The New Yorker. Dan gets published, and they make up. He gets an agent called Rusty Klien who claims he is "the next Keats." Rusty introduces Dan to Mystery Craze, a novelist. They hook up on stage at a poetry reading which Vanessa sees, effectively ending their relationship. He gets an internship at Red Letter, which he leaves once he realizes they don't want him there for his talent.
He gets back together with Vanessa after he sends her a small, pink singing toy from Japan to film, and at a party at her house, a band called The Raves make him their new front man because of his poems, which they thought were lyrics. He hooks up with one of the instrumentalist's wife, which ends his stint with them. He later meets Bree while working at The Strand one summer while he was still dating Vanessa.
Dan explores his sexuality later in the books by starting a relationship with his co-worker in the Strand by making literary salons with him, which were, in actuality, giant orgies. He breaks up with his co-worker because of Chuck, and he realizes that he truly loved Vanessa. He went to The Evergreen State College for bachelor studies.
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