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.
Shop Bootcut Jeans

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.
-
These Designer Jeans Make Me Feel Like a Grown-Up With Excellent Credit and Even Better TasteI'm just another fashion insider who's obsessed with them.
-
This Sweater Color Trend and This Jeans Color Trend Are the Key to Expensive-Looking Winter OutfitsTakes notes on this elegant Maude Apatow outfit.
-
I Escaped to Boston for a Weekend—3 Chic J.Crew Outfits Perfect for New England FallEffortless style.
-
Still Need The Perfect Winter Denim? Look No Further—These Levi’s Might Be Sold Out By Black FridayShop bestselling jeans, sweaters, jackets, and more.
-
Wow, These 33 Chic Gap New Arrivals Actually Have Me Excited for Winter in NYCCool and expensive-looking finds.
-
My Friends Love Reformation—I Sent Them 31 Gorgeous Picks I'm Eyeing Right NowOne of each, please.
-
Looking Chic in Cropped Jeans This Winter Means Wearing This Boot Style and ColorElizabeth Olsen would know.
-
Making Basic Jeans and Black Boots Look Elegant Is Easy—Just Add This Coat Color TrendHint: It's neither red, navy, nor leopard print.

