Angelina and Billy Bob Thornton (2000-02)

Billy Bob Thornton
Eloping in Las Vegas? Red flag. Eloping in Las Vegas with someone almost twice your age (Jolie was 24, Thornton was 44) after two months of courtship? Double red flag. Coined America's most dangerous marriage by Rolling Stone, the two were known not only for their vomit-inducing displays of... AP Photo
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