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Chuck is often described as the "bad boy of his circle." Chuck is a playboy and womanizer who sees women as recreational tools. In the pilot episode, Chuck attempts to rape both Serena and Jenny Humphrey.

When speaking about Serena in the pilot episode, Chuck says, "Serena looked effin' hot last night.

It was revealed in preparation for the 2007 TV series debut, Josh Schwartz hired recent graduates of Ziegesar's alma mater to retool several characters.

Chuck Bass was then reconfigured as a more central character, an antiheroic playboy whose on-off relationship with Blair Waldorf serves as one of the show's major ongoing storylines.

Chuck is the resident "bad boy" of the Upper East Side, and like Blair, is both vengeful and manipulative; the two often scheme elaborate plans together.

As the show progresses, Chuck develops a softer side, specifically towards Lily, Eric, and Serena, his adoptive mother, brother, and sister.

Chuck's role is initially that of an antagonist to the main characters.

Chuck resides with his family at the Plaza Hotel on the Upper East Side and attends school at the Riverside Preparatory School for Boys on the Upper East Side, along with scholarship student Dan Humphrey.Television: Bartholomew "Bart" Bass (father; deceased) Elizabeth Fisher (mother; alias: Evelyn Bass) Lillian "Lily" van der Woodsen (adoptive mother; née Rhodes) Serena van der Woodsen (adoptive sister) Eric van der Woodsen (adoptive brother) Charles Bartholomew "Chuck" Bass is a fictional character in the novel and television series Gossip Girl.In the TV series, he is portrayed by English actor Ed Westwick.In the novels, Chuck is a relatively minor character, and has a series of flings with male and female characters across the course of the series.He got his name, Chuck Bass, from his signature chuckle in a bass tone, which often sounds like a raspy whisper.Bart subsequently forces Chuck to move out of the family home.

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