Chuck Bass

He can be the devil, but at times he can be very charming. It can be a very dangerous concoction. I think he has a good heart, but his heart is often tempted by corrupt desires."[4] He later added: "He's intelligent and quite slimy in the way he manipulates to his gain. He goes after what he wants. Sometimes that's not a good thing. He's got a long way to go before he's a nice guy."[5] Westwick also said: "Chuck's just this vain kind of metrosexual Manhattan eccentric living in a flash world." While describing Chuck as "mischievous", Westwick noted the second season displayed a "more good-guy" side of him.[6] Ultimately, he said Chuck is a "kid trying to find his way in the world."[7] Denise Martin of the Los Angeles Times characterizes him as more of "a would-be Casanova than a seasoned predator. He's the charming devil at the center of all the intrigues, the go-to guy when something naughty needs to be said and he's the most self-aware of the Upper East Side high schoolers.[8] Stephanie Savage, one of the television series' creators, described him as "entertaining and observationally smart, he's the friend who says all the things you want to say but can't, and he tempts you in ways, at that age, you want to be tempted." She compared his relationship with Blair to Glenn Close and John Malkovich's in Dangerous Liaisons.[8] She found Westwick's portrayal of Chuck was similar to James Spader of Pretty in Pink and Robert Downey Jr.[8] Savage said about the character's evolution during the six seasons: "I feel like Chuck has gone on the biggest journey of any one on the show. In the pilot, he's pretty much a pure villain. He's not a character that has a lot of layers. That was something Ed Westwick really brought as an actor. And his chemistry with Leighton [Meester] — when we saw them together on screen and the power of the two of them working together but also being attracted to each other, which really inspired us to grow that character and give him some more layers.

At Bart and Lily's wedding at the end of Season 1, Chuck apologizes and confesses to Nate that he was in love with Blair. During the wedding reception, Chuck gives a speech about forgiveness that is implied to be directed towards Blair. She accepts his apology and the two kiss. A week later however, as they are about to embark on a trip to Tuscany together, Chuck gets cold feet when his father praises how the relationship with Blair would make him "grow up". Blair leaves for Tuscany without him, as Chuck has decided to seduce Amelia, tossing the roses for Blair in the trash can. In the season premiere, "Summer Kind of Wonderful", we learn Blair has stayed in Europe. Chuck regretted his actions but told this to Blair too late as she was already dating Lord Marcus Beaton. Blair asks Chuck to tell her he loves her, but his fear of commitment stops him. In order to gather material for a story, Dan tags along with Chuck for a night, ending with the two of them in jail after a fistfight. While in jail, Chuck tells Dan in confidence that Chuck's mother died while giving birth to him, and that his father blames him for her death, which explains their icy relationship. When Chuck later discovers that Dan was using him for a story, he feels betrayed and tells Dan that he was lying about all of it. Chuck's storyline throughout season 2 mainly deals with his disability to tell Blair that he loves her. Eventually, his father is killed in a car accident. Then as he is about to leave after the funeral. Blair tells him that she loves him, but he leaves nonetheless. Lily adopts him so that he's able to own Bass Industries, making Serena and Eric his sister and brother. When Blair begins dating Nate again, Chuck realizes his true feelings for her. The two team up to take down Poppy Lifton, and Blair realizes that she still has feelings for Chuck as well. She breaks up with Nate. After finding out through a GossipGirl blast that Blair had sex with his uncle, he leaves after Blair tell

In episode three, "Poison Ivy", Chuck gets interviewed for an usher position for a school event with representatives from Ivy League colleges, and answers the question why he should get the spot simply with "I'm Chuck Bass", a phrase that he continues to utter on multiple occasions throughout the series to justify his behavior or boast about his reputation. In episode seven, "Victor/Victrola", Chuck purchases a burlesque club, Victrola. After Nate and Blair break up, Blair visits Chuck at Victrola where she ends up performing on stage and later loses her virginity to him in the back of his limousine. Though she tries to deny the encounter, Chuck buys a necklace for her and admits that he feels "butterflies" in her presence, leading to a clandestine sexual relationship. Despite this, Nate and Blair rekindle their relationship, and a jealous Chuck reveals secret relationship with Blair to the anonymous "Gossip Girl". This leads Chuck to have a temporary rift with both Blair and Nate. As Bart Bass and Lily van der Woodsen's relationship progresses, they decide to move their families in together. Chuck and Eric van der Woodsen, Lily's son and Serena's younger brother, become especially close. When Serena begins receiving mysterious packages (pornography in the mail, alcohol delivered to her at school), she automatically blames Chuck, who had made multiple remarks expressing his desire to sleep with her. Bart subsequently forces Chuck to move out of the family home. Serena discovers that the culprit was actually Georgina Sparks, a past classmate of both Serena and Chuck. It is later revealed that Chuck lost his virginity to Georgina in the sixth grade. Chuck and Blair join together to prevent Georgina from further harming and embarrassing Serena. This process rekindles their bond, and they succeed in getting rid of Georgina.

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.[2] 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. Chuck is the resident "bad boy" of the Upper East Side, and like Blair, is both vengeful and manipulative; the two often 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.

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. Although he is popular in school, he doesn't have many other friends than the three mentioned, and it's learned that others hang out with him due to his father wealth. Chuck is often described as the "bad boy of his circle", being a playboy and womanizer who sees women as recreational tools. He frequently skips class and smokes cannabis. When speaking about Serena in the pilot episode, Chuck says, "Serena looked effin' hot last night. There's something wrong with that level of perfection. It needs to be violated." In the same episode, Chuck attempts to rape both Serena and Jenny Humphrey. With time, he attenuates his behaviors as a sexual predator and becomes more of a manipulating womanizer. However, his lecherous attitude continues as he makes multiple advances on his step-sister at the time, Serena.

Since they were children, Chuck has been best friends with Nate Archibald, Serena van der Woodsen and Blair Waldorf, who is his main romantic interest throughout the series. In the TV series, he is also step-brother to Serena and Eric van der Woodsen.

Full name Charles Bartholomew Bass Nickname Chuck Title Television: CEO of Bass Industries Occupation Television: Entrepreneur High school student (at St. Jude's; graduated) Family Television: Barth "Bart" Bass (father; deceased) Jack Bass (Uncle) 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) Spouse Television: Blair Waldorf Children Television: Henry Charles Bass (with Blair; flash forward) Home Empire Hotel Palace Hotel Birthdate January 19, 1991