Skip the Flats—Cindy Crawford’s L.A. Denim Trend Looks Better With Heels

The celebrity-approved way to wear flared jeans isn’t grounded. It’s elevated. No one demonstrates this better than OG supermodel Cindy Crawford. The 5’10” style star is constantly spotted in the long, leg-lengthening denim silhouette, and here’s the kicker: She almost exclusively pairs it with heels.

Crawford often leans into the elevated aesthetic by opting for sleek black pumps, pointed-toe heeled boots, and even sophisticated high-heeled sandals, depending on the occasion. When combined with a little extra height, the flare of the jeans elongates the leg, ensuring the outfit says, “I’m off the clock, but I still have a reservation.”

Take a page from the ‘90s icon’s playbook and leave the flats for your leggings. Whether you choose dark-wash wide-leg jeans or true ’70s-style flares, the key to unlocking their full potential is shoes with a couple of extra inches. Find classic stacked pumps or sleek leather booties that peek out under the hem, and you’ll have your new favorite, most flattering denim outfit formula. Keep scrolling to browse jeans, shoes, shirts, and accessories that can be mixed and matched to re-create Crawford’s look.