Bree Buckley

Described as a fun, sexy brunette, an irreverent evil Miss America type who is politically progressive but hails from a conservative Southern family. Bree meets Nate on a trip to Europe and upon their return to their respective escorts they discover that their families are rivals and the two embark on a Romeo and Juliet relationship. Bree had turned her back on her family until she discovered that her cousin was stood up at her wedding and feels guilty for not being there for her cousin. She then resolves to earn her family's approval when she finds out that Carter Baizen is in New York and is dating Serena. While dining in a Chinese restaurant, she is constantly insulted by Blair and Chuck discovers her agenda against Carter: Carter was her cousin's ex-fiance and she intends for her family to get their revenge. Nate breaks up with her during Lily and Rufus' wedding and she leaves, heartbroken.