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.

1 of 50
Playboy Magazine
Marilyn Monroe

December 1953

Advertisement - Continue Reading Below
2 of 50
Playboy Magazine
Jayne Mansfield

June 1963

Advertisement - Continue Reading Below
3 of 50
Playboy Magazine
Raquel Welch

December 1979

Advertisement - Continue Reading Below
4 of 50
Playboy Magazine
Steve Martin

January 1980

Advertisement - Continue Reading Below
5 of 50
Playboy Magazine
Bo Derek

March 1980

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
6 of 50
Playboy Magazine
Kim Basinger

February 1983

Advertisement - Continue Reading Below
7 of 50
Playboy Magazine
Joan Collins

December 1983

Advertisement - Continue Reading Below
8 of 50
Playboy Magazine
Goldie Hawn

January 1985

Advertisement - Continue Reading Below
9 of 50
Playboy Magazine
Madonna

September 1985

Advertisement - Continue Reading Below
10 of 50
Playboy Magazine
Brooke Shields

December 1986

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
11 of 50
Playboy Magazine
Vanna White

May 1987

Advertisement - Continue Reading Below
12 of 50
Playboy Magazine
Cindy Crawford

July 1988

Advertisement - Continue Reading Below
13 of 50
Playboy Magazine
La Toya Jackson

March 1989

Advertisement - Continue Reading Below
14 of 50
Playboy Magazine
Sharon Stone

July 1990

Advertisement - Continue Reading Below
15 of 50
Playboy Magazine
Sherilyn Fenn

December 1990

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
16 of 50
Playboy Magazine
Shannen Doherty

March 1994

Advertisement - Continue Reading Below
17 of 50
Playboy Magazine
Elle Macpherson

May 1994

Advertisement - Continue Reading Below
18 of 50
Playboy Magazine
Pamela Anderson

November 1994

Advertisement - Continue Reading Below
19 of 50
Playboy Magazine
Drew Barrymore

January 1995

Advertisement - Continue Reading Below
20 of 50
Playboy Magazine
Farrah Fawcett

December 1995

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
21 of 50
Playboy Magazine
Geri Halliwell

May 1998

Advertisement - Continue Reading Below
22 of 50
Playboy Magazine
Lisa Rinna

September 1998

Advertisement - Continue Reading Below
23 of 50
Playboy Magazine
Charlize Theron

May 1999

Advertisement - Continue Reading Below
24 of 50
Playboy Magazine
Kristy Swanson

November 2002

Advertisement - Continue Reading Below
25 of 50
Playboy Magazine
Dita Von Teese

December 2002

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
26 of 50
Playboy Magazine
Tia Carrere

January 2003

Advertisement - Continue Reading Below
27 of 50
Playboy Magazine
Daryl Hannah

November 2003

Advertisement - Continue Reading Below
28 of 50
Playboy Magazine
Jaime Pressly

February 2004

Advertisement - Continue Reading Below
29 of 50
Playboy Magazine
Rachel Hunter

April 2004

Advertisement - Continue Reading Below
30 of 50
Playboy Magazine
Charisma Carpenter

June 2004

Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
Advertisement - Continue Reading Below
More From Celebrity