Photo SpecialAnna Nicole: The Cover Girl

Take a look back at Smith's iconic Playboy covers and the Guess ads that launched her career

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GUESS: 1992

The voluptuous Smith, who stood 5'11" and weighed 155 lbs., made a splash in the fashion world when she scored the coveted Guess contract, a job previously held by Claudia Schiffer. "She brings back visions of Hollywood glamour," Guess photographer Daniela Federici said at the time. "We haven't seen that kind of charisma since Marilyn Monroe."

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