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What is Chuck Bass' relationship with Blair Waldorf in Gossip Girl?
Blair Waldorf is Chuck Bass' main romantic interest throughout the series Gossip Girl.
Did Chuck Bass and Blair Waldorf begin a romance in Season 1 of Gossip Girl?
Despite Blair Waldorf losing her virginity to Chuck Bass, Nate and Blair rekindle their relationship.

Question: Does Chuck do anything bad?
Self-contained rewrite: Does Chuck Bass do anything bad during Season 1 of Gossip Girl?