Chuck is largely friendless, but is tolerated by the others because of his family's enormous wealth.
He is described as having flamboyant fashion sense, with a penchant for scarves, and has a pet monkey named Sweetie whom he carries around with him everywhere.
This leads Chuck to have a temporary rift with both Blair and Nate.
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.
Constance Billiard School is an exaggerated version of Gossip Girl author Cecily von Ziegesar's alma mater, the Nightingale-Bamford School.
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.