59 Celebrities Who Posed for Playboy

From Kim Kardashian and Lindsay Lohan to Heidi Montag.

Playboy Magazine
(Image credit: Playboy Magazine)

For many icons, from Madonna to Naomi Campbell, a Playboy cover is a rite of passage. The photos are visceral, tantalizing, and for many celebrities, incredibly empowering. Marilyn Monroe kicked off the trend in 1953 as the first-ever Playboy cover star, and dozens of icons since have adorned the cover of the magazine, now a byword for unapologetic sexiness. If you forgot about the icon covers from Kim Kardashian, Anna Faris, Brooke Shields, and more, well—we're here to remind you. Let's take a trip down memory lane, shall we?

Kayleigh Roberts is the weekend editor at Marie Claire, covering celebrity and entertainment news, from actual royals like Kate Middleton and Meghan Markle to Hollywood royalty, like Katie Holmes and Chrissy Teigen. She’s a Ravenclaw who would do great things in Slytherin. To learn more about her, google “Leslie Knope eating salad GIF.