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Daniel Randolph "Dan" Humphrey is a fictional character in the best selling Gossip Girl book series. He is one of the central male characters in the TV series of the same name, where he is portrayed by Penn Badgley. Dan Humphrey is the son of Rufus Humphrey and has a younger sister, Jenny Humphrey, while his mother remains absent for the majority of the series. Dan and his family live in Brooklyn, the alternative of the old-moneyed and conservative Upper East Side. He attends St. Jude's Preparatory School for Boys on the West Side as a scholarship student. His life changed dramatically when his father, Rufus Humphrey, married the wealthy Lily van der Woodsen, moving the family to the Upper East Side.