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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 Blair, his chief love interest, and Lily, Eric, and Serena, his adoptive mother, brother, and sister.

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 thirteenth Gossip Girl novel, I Will Always Love You (2009), it is revealed that Chuck went off to school in California and returned a changed man, and to have dated main character Blair Waldorf in Oxford, England for a year.