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The 50 Hottest Celebrities Who've Posed For Playboy

10. Stacey Dash

Issue: August 2006

While Dash wasn't on the cover, the mere mention of her name in the Contents section had us flipping to her spread ASAP. No pun intended. This was stark change from the crazy overalls and Mad Hatter hats we got used to seeing her in on Clueless.

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