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Patrick Verona

When this 10 Things I Hate About You bad boy wasn't busy making bets about a girl with the most popular guy/biggest jerk in school, he was sexily smoking cigarettes, lighting stuff on fire for no reason, and screwing with Kat Stratford's heart. With his hidden sensitive side and those deep, soulful eyes, well, let's just say that she never stood a chance (and neither would we).

Best bad-boy line: "Who needs affection when I have blind hatred?"

Image Source: Everett Collection
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