Anna Nicole: The Cover Girl

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

PLAYBOY: MARCH 1992

Smith landed on the cover of Playboy for the first time in March '92 – looking like a cross between a naughty debutante and a high-society socialite. "The people in (Texas) won't believe it when these pictures of me hit the newsstands, because I was considered a goody-two-shoes nerd back in high school," she said in her Playmate profile.