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Despite this, Nate and Blair rekindle their relationship, leading to a jealous Chuck revealing to the anonymous "Gossip Girl" that Blair and Chuck had a sexual relationship.This leads Chuck to have a temporary rift with both Blair and Nate.In episode seven, "Victor/Victrola", Chuck purchases a burlesque club, Victrola.

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.Lazy, and vain, Chuck's only interests are sex and money, and he is frequently chided by his father for lacking ambition and performing poorly in school.Following flings with numerous females and males, his only serious relationship comes near the end of the series, when he begins dating Blair Waldorf, a self-obsessed, luxury loving teenager.Although he is a secondary antagonist in the original book series, the TV series elevates him to an antiheroic main character, where he is noted for his financial ambition, hedonism and personal style.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.

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