Cindy Crawford’s Best Beauty Looks, in Pictures

One of the original ’90s supermodels, Cindy Crawford’s face has graced countless magazine covers, campaigns, and runways in her 30-plus years in the fashion industry. Her sun-kissed brunette mane, striking brows, and beauty spot have long made her the kind of beauty on whom all manner of make-up and hair looks shine, although her signature is natural, fresh skin and a defined eye.

That said, bold red lipstick was her go-to for an evening out in her twenties and thirties, when she dabbled in full glamour—think voluminous blow dries, diamonds and a killer stare. She’s always been faithful to glowing, bronzed skin, but Crawford has upped the ante in the luminosity department in recent years, adding metallic eyeshadows and dewy base products into her beauty arsenal. Her daughter, Kaia Gerber, has inherited her easy, low-maintenance approach to beauty and the two are often compared, which is no surprise given that Kaia is the spitting image of her mother when she was younger.

When asked last year by British Vogue what the secret to taking a perfect selfie was, the supermodel delivered the rather fabulous response: “Honey, I’ve been modeling for 30 years.” As she graces Vogue’s September cover alongside her fellow supers, see some of the highlights from her three decades in front of the camera, below.

March 1992.

Arthur Elgort

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