4) Jenny Humphrey – Gossip Girl

Jenny Humphrey, "Queen of the Uppers" in Gossip Girl, is detested for her transformation from a sweet, innocent girl to a manipulative and power-hungry social climber. Early efforts of Jenny, played by Taylor Momsen, to get into the Upper East Side elite were still acceptable, but her subsequent betrayals of friends, particularly Blair Waldorf, marked her as a villain. Jenny's schemes and constant efforts to go one-up on Blair any which way turned her into one of the most reviled teen drama characters ever.
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Edited by Vinayak Chakravorty