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50 Celebrities Who Posed for Playboy

From Kim Kardashian to Lindsay Lohan to Heidi Montag.

Playboy founder Hugh Hefner passed away this week at age 91. As the world grapples with his legacy, here's a look back at some of the most famous stars who have graced his magazine's cover over the years.

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Playboy Magazine
Marilyn Monroe

December 1953

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Jayne Mansfield

June 1963

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Raquel Welch

December 1979

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Steve Martin

January 1980

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Playboy Magazine
Bo Derek

March 1980

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Kim Basinger

February 1983

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Joan Collins

December 1983

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Goldie Hawn

January 1985

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Madonna

September 1985

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Brooke Shields

December 1986

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Vanna White

May 1987

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Cindy Crawford

July 1988

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La Toya Jackson

March 1989

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Sharon Stone

July 1990

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Sherilyn Fenn

December 1990

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Shannen Doherty

March 1994

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Elle Macpherson

May 1994

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Pamela Anderson

November 1994

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Drew Barrymore

January 1995

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Farrah Fawcett

December 1995

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Geri Halliwell

May 1998

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Lisa Rinna

September 1998

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Charlize Theron

May 1999

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Kristy Swanson

November 2002

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Dita Von Teese

December 2002

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Tia Carrere

January 2003

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Daryl Hannah

November 2003

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Jaime Pressly

February 2004

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Rachel Hunter

April 2004

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Charisma Carpenter

June 2004

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