Kate Moss celebrated ‘Playboy’s 60th anniversary with this sexy cover in the Jan/Feb 2014 issue.
Who could forget Kris Jenner cheering Kim Kardashian on as she shot her ‘Playboy’ cover on ‘Keeping Up With The Kardashians’ in 2007!?
One of the world’s OG sex symbols, Marilyn Monroe made history on the cover of the first ‘Playboy’ issue.
Drew Barrymore showed off her wild side for her Jan. 1995 ‘Playboy’ cover.
Jenny McCarthy isn’t shy about showing off her figure, and that’s just what she did in the Jan. 2005 ‘Playboy’ issue.
Carmen Electra covered up with nothing but an electric guitar while gracing the cover of ‘Playboy’ in April 2003.
Anna Nicole Smith
Before her untimely death, Anna Nicole Smith was named Playmate of the Year in the June 1993 issue of ‘Playboy.’
Cindy Crawford looked super gorgeous while posing topless on the Oct. 1998 issue of ‘Playboy.’
Donna Michelle showed off major flexibility for her May 1964 ‘Playboy’ cover. Can you believe the magazine was only 75 cents back then?!
Janet Pligrim really got into the ‘Playboy’ spirit for this cover!
Chelsea Handler got us into the holiday spirit while on the cover of ‘Playboy’ in Dec. 2009.
Aubrey O’Day showed off major cleavage on the March 2009 cover of ‘Playboy.’
Kelly Bensimon looked stunning on the March 2010 ‘Playboy’ cover.
Pamela Anderson oozed sex appeal while covering ‘Playboy’ in August 1995.
Kelly Brook wore nothing but a lacy black thong on the Sept. 2010 cover of ‘Playboy.’
Alina Puscau smized like a pro on the Nov. 2009 cover of ‘Playboy.’
Naomi Campbell rocked the sexiest bikini for ‘Playboy’s’ Dec. 1999 issue.
Robin Givens posed topless on the Sept. 1994 cover of ‘Playboy.’
Sharon Stone rocked curly hair and major cleavage for the July 1990 cover of ‘Playboy.’
The Barbi Twins
The Barbi Twins rocked matching bikinis for the Sept. 1991 cover of ‘Playboy.’
Jessica Alba looked super gorgeous in a bikini for ‘Playboy’ in March 2006.
Sally Field channeled a true ‘Playboy’ bunny for the March 1986 ‘Playboy’ cover.
Lindsay Lohan posed on a red bunny chair for ‘Playboy’ in Feb. 2012.
Jaime Pressly rocked a super sexy, see-through white slip for her Feb. 2004 ‘Playboy’ cover.
Dana White shows off her booty for the July 2006 cover of ‘Playboy.’
Pamela Anderson has appeared on the cover of ‘Playboy’ more than anyone else.
Charlize Theron appeared on Playboy in 1999
Madonna on the cover of ‘Playboy’ in 1999
Elle Macpherson is all leg on this 1994 ‘Playboy’ cover