Chuck Bass was born on 19th January 1991 and grew up as the only child of Bartholomew "Bart" Bass, a self-made billionaire who owns the New York Palace Hotel. Chuck lived amongst equally privileged childhood friends Nate Archibald, Blair Waldorf, and Serena van der Woodsen. a softer side to his personality formed more for people cares about, most notably Nate and Nate's long-time girlfriend Blair. He often blames himself for his mother's death even though it isn't his fault, he has a tendency to not completely trust people and always has to aim better than he can achieve.

Chuck Bass is orphaned in his senior year at high school due to the death of his father in a car accident, causing him to go off the rails like he had been before, being adopted by Lily Bass Humphrey, his step-mother and the closest mother figure he'd ever had.

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 his step-mother, Eric and Serena, Chucks step- brother and sister, Nate, his lifelong best friend, and Blair, the love of his life.