Anna Wintour Only Packed One Shoe Trend for Milan FW

Anna Wintour attends the fall 2026 shows in Milan and London — (Image credit: Getty Images)

Even though she's passed the Vogue U.S. baton to Chloe Malle, Anna Wintour retains her perch at the top of the fashion industry. She's still the global editorial director of Vogue and the global chief content officer of Condé Nast, so she has plenty of people to manage, deadlines to meet, and advertisers to court. Her outfits, however, are one thing she doesn't have to worry about. Why? Because she relies on a tried-and-true uniform that she never wavers from. In the winter, her formula consists of a long coat, a printed dress, and tall snakeskin boots . Oh, and her precisely sheared bob haircut and oversize black sunglasses, of course.

During the fall 2026 runway season in London and Milan, Wintour has been changing her coats and dresses to attend different shows, but hasn't strayed from her favorite snake-print heeled boots, of which she owns a few variations. I'm sure she has every shoe designer in the world at her beck and call, but she's not willing to ditch her reliable boots. If it's not broken, why fix it? Scroll down to see a few examples of how she's styled the snake-print boots with different outfits this fashion month so far.

5 Ways Anna Wintour Has Worn Snake-Print Boots This Month

Shop the Shoe Trend

Staud

Sebastian High Heel Boots

Steve Madden

Elliot Brown Snake Boots

Stuart Weitzman

85mm Vinnie Snake-Printed Leather Knee-High Boots

PARIS TEXAS

Elsa Buckled Snake-Effect Leather Knee Boots

Aldo

Vivienna Boots

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Erin got her start as a Who What Wear intern in 2011—back when the site only published a single story per day. (We have since increased that number twentyfold.) She graduated magna cum laude from USC and lives in Los Angeles. In college, she also interned at Refinery29, where she was promoted to editorial assistant and then assistant editor. After nearly three years at R29, she came back to WWW in 2015, where she is now the Associate Director of Fashion News. From the Oscars to the Met Gala, she leads the site's entire red carpet coverage strategy. She specializes in celebrity and fashion news but also enjoys writing travel features and runway reports. She frequently contributes to WWW's social accounts and has a sizable following on her personal TikTok.