We’ve always loved Lauren Hutton’s defiant stance on beauty. At the beginning of her modeling career, Hutton was told to hide her gorgeous gap-toothed grin (she used mortician’s wax—ew). But after establishing herself as a supermodel, she ditched the wax and proudly displayed her natural smile. When Hutton reached her forties, she had it written into to her cosmetic contracts that her wrinkles could not be retouched out of the photos used for magazine advertisements.

Now, at age 67, she shows that’s she’s still game to present her beauty in unexpected ways by dressing up in male drag for Italian Vanity Fair. Upon seeing Hutton’s playful pic, we were reminded of some other favorite photos of female celebrities getting their drag king on. Take a peek at those below.

Michele Pfeiffer (credit: © Herb Ritts Foundation)

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Jenny Shimizu (credit: Dan Monick/Paper magazine)

Annie Lennox (sweet Dreams era)

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Marlene Deitrich (in Morocco)

Brooke Shields (in Sahara)

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Sigourney Weaver

Lady Gaga (credit: Nick Knight)

Angelina Jolie (in Salt. Credit: Splash News)

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