20 Celebrity Playboy Centerfolds

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We all love Playboy. Even ladies will admit to having picked up a few issues. The circumstances are usually different, though, when I hear a woman say she bought a Playboy. Circumstance being plain and simple—a favorite celebrity might be on the cover. Any issue with a celebrity is bound to fly off the shelves. There’s just something intriguing, almost intimate, about seeing your favorite celeb shed their clothes. This list highlights 20 of the most memorable celebrities throughout the years. Thanks, Hef!

Arianny Celeste

Arianny Celeste

When funds are running low, wrestling stars can always turn to Playboy.

Bo Derek

Bo Derek

There was nothing better than a woman with a cigar in her mouth in 1980.

Carmen Electra

Carmen Electra

For Carmen Electra, her first of four Playboy covers in 1996 gained the star success. She later appeared on Baywatch and MTV’s Singled Out.

Charlize Theron

Charlize Theron

I think we were all a little surprised by Charlize posing for Playboy. But she looked as beautiful as ever.

Cindy Crawford

Cindy Crawford

Cindy could not have looked more stunning on the cover in 1988. It appears she had almost no make-up, giving her a natural glow.

Daryl Hannah

Daryl Hannah

Daryl Hannah made quite a SPLASH posing for Playboy in 2003. Despite being 43 when she posed, she looked 23.

Denise Richards

Denise Richards

To prove she still had the goods, Denise Richards posed for Playboy only five months after giving birth to her daughter.

Dita Von Teese

Dita Von Teese

Playboy is actually the reason Dita Von Teese goes by the name of Von Teese. For her first cover of Playboy, the magazine wanted her to have a last name. She picked Von Treese, but Playboy actually misspelled the name to Von Teese, and the sexy dancer kept the name.

Drew Barrymore

Drew Barrymore

When Drew Barrymore posed for Playboy at the age of 19, her godfather Steven Spielberg gave her a quilt for her next birthday with an enclosure reading “Cover yourself up.”

Farrah Fawcett

Farrah Fawcett

Snagging the cover of Playboy at 31, she did not actually get naked for the center fold. It wasn’t until former Charlie’s Angels star Farrah Fawcett was 48 that she shed her clothes and posed entirely nude for Playboy.

Jenny McCarthy

Jenny McCarthy

Having graced the cover of Playboy six times, Jenny’s first cover earned her Playmate of the Year in 1994. McCarthy posed for Playboy again, at the age of 39, in 2012.

Kim Kardashian

Kim Kardashian

We all knew what Kim looked like naked, but it didn’t stop her from posing for Playboy in 2007. Her reality television show Keeping Up with the Kardashian’s followed her photo shoot.

Lindsay Lohan

Lindsay Lohan

Everyone was shocked to find out Lindsay Lohan would be posing for the January/February 2012 issue. No one expected her hardcore drug and alcohol fueled lifestyle to reflect well in the pictures, but we were all pleasantly surprised that she was still very sexy.

Lizzy Jagger

Lizzy Jagger

Like mother like daughter. Lizzy Jagger posed for Playboy in June of 2011. Her own mother had posed in 1985. I wonder how Mick Jagger feels about millions of people having seen his ex-wife and daughter naked?

Madonna

Madonna

Instead of shying away when old naked photos of the singer surfaced in 1985, Madonna posed for Playboy instead, owning her sexuality.

Naomi Campbell

Naomi Campbell

Naomi Campbell’s Christmas gift to the male population in 1999 was this Playboy spread. What a better way to ring in the new Millennium than being one of the worlds top models and posing for Playboy?

Olivia Munn

Olivia Munn

Still a star on the rise, Munn posed for Playboy after some naked photos of her leaked. This spread could have potentially been a risky move for her young career in 2009. Munn made it out on top, though.

Pamela Anderson

Pamela Anderson

Pamela Anderson is no stranger to Playboy. The only woman to have graced the cover more than anyone else, her 13 appearances have spanned three decades. Her first cover in 1989, and her most recent in 2011.

Shannon Doherty

Shannon Doherty

Prior to Shannon Doherty leaving 90210 for being, well, a bit of a bitch, she posed for Playboy. Her pictorial fell short, though, as she only landed three photos that were part of a larger spread.

Sharron Stone

Sharron Stone

Despite Sharron Stone having already taken her clothes off for a prior film, she made a smart move when she aligned her Playboy cover with the release of her film Total Recall in 1990.