6 Rare Times Anna Wintour Wore Jeans

Anna Wintour is a creature of habit when it comes to her signature style. She wears the same shoe brand over and over. She relies on different versions of the printed midi dress nearly every day. She's not afraid of wearing the same boots with a dozen outfits. Given her predictable uniform, you might think you have her style down pat—but she'll throw you for a loop when you see these throwback looks.

As it turns out, the impeccably dressed Vogue EIC does own jeans like the rest of us mere mortals, but she has only been photographed in them on rare occasions. I did some digging to find every time she's stepped out in public wearing jeans and came up with these six excellent looks. Scroll down to take a walk down memory lane.

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2001
(Image credit: Rtnspellman/REX/Shutterstock)

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2005
(Image credit: Arnaldo Magnani/Getty Images)

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2003
(Image credit: Getty Images)

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2011
(Image credit: Getty Images)

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2004
(Image credit: Stephen Lovekin/FilmMagic/Getty Images)

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2002
(Image credit: J. Vespa/WireImage/Getty Images)

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Erin Fitzpatrick
Senior News Editor

Erin got her start as a Who What Wear intern over 12 years ago—back when the site only published a single story per day. (Who What Wear has since increased that number twentyfold.) She graduated magna cum laude from USC, which is how she ended up moving to Los Angeles from her hometown of San Diego. 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 2016, where she currently holds the title of senior news editor (as well as the unofficial title of resident royal expert—in case you haven't noticed her numerous Meghan Markle and Kate Middleton stories). She spends her days trying to incorporate her idols, Anna Wintour and Roger Federer, into as many stories as possible. Outside of work, she loves tennis, classic rock, traveling, and smothering her dog with affection.