Only rarely, does a Playboy cover appearance hurt an actress’ career. Since Hugh Hefner published the first American edition of the magazine in 1953, hundreds of stars have been on the famous Playboy cover. Some of the names are unsurprising (Kim Kardashian, Jenny McCarthy), others like Goldie Hawn came as more of a surprise.
Marilyn Monroe Initial Playboy cover
Marilyn Monroe was famously the first famous Playboy model and probably the single most known woman to appear in the magazine. But she didn’t appear in it the most.
This gallery showcases the 25 most Famous Playboy women to appear on the cover, including international editions.
25| Mariah Carey
2007: Mariah Carey appeared on her first (and only) Playboy cover the same year she began recording her 11th album, E=MC²
24| Jessica Alba
2006: Jessica Alba has appeared on both the Japanese and American covers of Playboy one time. This American cover shot was also her promotional image for 2005 film “Into the Blue.”
23| Lindsay Lohan
2012: Lindsay Lohan has been featured on Playboy covers in five countries. Her appearance on the American cover was inspired by a nude picture of Marilyn Monroe that appeared in the magazine’s first issue.
22| Charlize Theron
1999: Charlize Theron has appeared on covers in both Japan and the US three times total.
21| Drew Barrymore
1995: Drew Barrymore has appeared on the cover in ten countries, ranging from Japan to Russia.
20| Goldie Hawn
1985: Goldie Hawn has appeared on the cover of Playboy in France, Mexico, and the US.
19| Juliette Binoche
2007: Binoche appeared on France playboy edition cover once
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