Chuck grew up on the Upper East Side with his three best friends and fellow elites Nate Archibald, Blair Waldorf, and future - stepsister Serena van der Woodsen. His father is Bart Bass, a self - made billionaire, which is irregular, compared to the Bass ' old money friends. Chuck is often described as the "bad boy of his circle. '' Chuck is a playboy and womanizer who sees women as recreational tools. Chuck frequently skips class and smokes cannabis.
where does chuck bass live in gossip girl
Upper East Side