Charles Bartholomew Bass

Charles Bartholomew Bass

Born May 19^th, 1991

Nicknames: “Chuck”, “C”, “Mother-Chucker”

Charles Bartholomew Bass is arguably the most complex male character on the show. Gossip Girl blog readers know he can say and do pretty much anything because, well, he’s Chuck Bass!

Background: Chuck was born to Bart Bass, a self-made billionaire. Chuck grew up spoiled yet generally uncared for by his father. Chuck’s mother died after giving birth to him. Chuck is the Upper East Side’s designated ‘bad boy’. Charles lost his virginity to Georgina Sparks when he was twelve years old. He is manipulative, risqué, and gets out of pretty much anything by uttering the simple, infamous phrase “I’m Chuck Bass”. At first glance (and second… and third…), he is a terrible person. Still, his ever-extending character arc continually exposes the reality of his caring, wounded heart. While his junior year of high school begins with Chuck throwing illegal parties, hitting on a vulnerable Serena and nearly raping Jenny, he slowly begins to grow a heart. In the middle of his junior year of high school, he has a drunken hook-up with his best friend’s girlfriend, Blair. After Chuck graduates and begins a loving relationship with Blair, he thinks he finds his mother. He has many more family issues following this ordeal. When the majority of Chuck’s other friends go to college, Charles begins working on building his own business legacy to mimic his deceased father’s. When Chuck is approximately nineteen years old, muggers shoot Chuck and steal an engagement ring intended for Blair. Chuck, under a different identity, then moves to France with a girl, but he soon returns to Manhattan with his real name.

Relationships: Chuck has one true love interest, Blair, but he has had small affairs and hook-ups with countless women, but more notably Eva Coupeau and Raina Thorpe.

Personality: With both of Chuck’s parents deceased and his technical mother Lily manipulating his life and company, Chuck has many family/abandonment/trust issues. While he is very close to his friend Nate, as well as his stepsister Serena, Chuck has only truly opened his heart to Blair. Despite this, their relationship is complicated and very on-again off-again. Chuck has many other flings in-between.

Style: Chuck’s style is very eclectic yet preppy. He loves vests, bowties, unique tailored suits, scarves, cardigans, suspenders, cashmere and velvet. He wears many colors, usually pastel or pinstriped. He generally mixes vintage styles with splashes of modern color, and he hardly ever wears short-sleeved shirts. His hair has is continually changing, but it generally looks polished.