59 Celebrities Who Posed for Playboy

Issue: December 1953

Marilyn Monroe became the first-ever Playboy cover girl for the magazine's inaugural issue.

Issue: June 1963

Mansfield's peek-a-boo cover is iconic—and not even her first appearance in the magazine. She was also Miss February 1955.

Issue: December 1979

Welch's tight red swimsuit might have kept her technically covered up, but was insanely sexy nonetheless.

Issue: January 1980

Yes, men can post for Playboy too—as comedian Steve Martin proved in 1980.

Issue: March 1980

Bo Derek has always been a perfect 10—so she was a natural fit for Playboy.

Issue: February 1983

Bassinger covered the February 1983 issue with flowing curls and sultry bedroom eyes that epitomized her sex appeal.

Issue: December 1983

Joan Collins was full Dynasty glam on her December 1983 Playboy cover.

Issue: January 1985

Goldie Hawn posing in a giant champagne glass? We'll toast to that any day.

Issue: September 1985

Madonna's Playboy cover line? "Unlike a virgin..." We see what you did there, Hef.

Issue: December 1986

Brooke Shields showed off her babydoll face and perfect pout on the December 1986 cover of Playboy.

Issue: May 1987

We'd like to buy a WOW for this Vanna White cover.

Issue: April 1988

Prince's protégé covered Playboy in April 1988 and May 1985.

Issue: July 1988

Cindy Crawford and her iconically sexy mole covered Playboy in July 1988.

Issue: March 1989

LaToya Jackson was the epitome of rock star glam on her 1989 cover.

Issue: July 1990

Sharon Stone will do down in history as one of the biggest sex symbols in Hollywood history. Her 1990 Playboy cover illustrates why.

Issue: December 1990

Sherilyn Fenn's December 1990 cover mixed sexy and classy perfectly.

Issue: March 1994

Shannen Doherty has never done anything that wasn't unique and her doves-on-knees Playboy cover was no different.

Issue: May 1994

Elle Macpherson covered the May 1994 issue in nothing but a pair of black pantyhose. The cover, naturally, went down in Playboy history.

Issue: September 1994

The Head of the Class actress posed in nothing but a beaded choker in 1994.

Issue: November 1994

Pamela Anderson's brand of sex appeal was tailor-made for Playboy, as evidenced by her November 1994 cover.

Issue: January 1995

Drew Barrymore went meta for her cover shoot, donning a Playboy bunny shirt, a coy smile, and a lacy pair of pink panties.

Issue: December 1995

Farrah Fawcett proved she was most definitely ready for her close up with her December 1995 cover.

Issue: May 1998

Geri Halliwell was there to help Playboy readers spice up their lives in the May 1998 issue.

Issue: September 1998

Lisa Rinna made a slouchy sweater sexy as hell in the September 1998 issue.

Issue: May 1999

Even Oscar winners have covered Playboy. Case in point: Charlize Theron's May 1999 cover.

Issue: December 1999

Naomi Campbell was a barely-wrapped gift to the world on the December 1999 cover of Playboy.

Issue: May 2002

The original fitspo, Kiana Tom, covered Playboy in gold underwear in 2002.

Issue: November 2002

The OG Buffy the Vampire Slayer lit the November 2002 cover on fire with a fully-naked pose.

Issue: December 2002

Burlesque queen Dita Von Teese went full pin-up for the December 2002 issue.

Issue: January 2003

Tia Carrere was a sultry, damp-haired goddess on the January 2003 cover.