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Mariah Carey

When she donned the hoodie: The music video “Obsessed” (2009) Why she did it: To mock Eminem, who she dated in 2001 and sings about in the song. "You're so lame. Oh boy, why you so obsessed with me? Oh finally found a girl that you couldn't impress? Last man on the earth still couldn't get this." Convincing? She looks like a man, not Eminem. But the transformation is surprising. Costume feasibility: Uh, grab a baseball hat, a hoodie, some baggy pants and voila? This one's not labor intensive
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