If anyone can break a long-standing fashion rule, it’s Anna Wintour.

As the editor-in-chief of Vogue for the past three decades, Wintour has undoubtedly seen the rules of fashion evolve over time. But polka dots and stripes? Or rather, flora and fauna in the same look? These clashing patterns seem challenging to pull off. 

Always one to keep ’em guessing, Wintour was photographed wearing a beautiful black and white floral print dress paired with a leopard jacket prior to attending Michael Kors’s Spring/Summer 2023 runway show last month in New York City. Although she removed the jacket once inside, it’s undeniable: if Wintour wears a look on the red carpet, it’s officially AWOK. 

Inspired by this enigmatic leader’s playful clashing prints, we’re ready to take this mismatched ensemble for a spin. Keep reading to shop for a few fun coats, jackets, and dresses—you’ll notice they’re all black and white, which makes putting together a fashion-person-approved outfit much less intimidating than it looks.