How Anna Wintour Dressed in Her 30s

Anna Wintour has been a fixture in the fashion industry since she first took over the reins at Vogue in 1988 when she was just 39 years old. Of course, we love chronicling what she's wearing these days—and which trends she deems "out"—but we can never resist a good throwback. So we set out to discover what she wore in her 30s as an up-and-coming editor, and we definitely struck gold with the photos we found.
Although Wintour's style has definitely evolved since then, some elements of her looks are actually quite similar to her present-day attire. For instance, she's never given up on the classic jacket-and-pencil-skirt combo (although her hemlines are a bit longer these days). Read on to see what else she donned back in the '80s—you might just get some stellar outfit inspiration for 2017.
Scroll down to see how Anna Wintour dressed in her 30s and shop similar pieces!
Which outfit is your favorite? Tell us in the comments below!

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.
-
H&M's New $20 Shoes Look Just Like Anna Wintour's and Princess Kate's Versions
Queen Letizia is also a fan of this shoe trend.
-
Anna Wintour Only Packed One Shoe Trend for All of Fashion Month
So in vogue, obviously.
-
Anna Wintour Packed This Affordable Trend in Multiple Colors for Paris Couture
Wintour blues.
-
Anna Wintour Just Broke Her Own Fashion Rule at the White House State Dinner
And she looked chic while doing it.
-
Anna Wintour Is a Fan of This Formerly Faux-Pas Styling Trick
The devil wears prints?
-
Anna Wintour's Airport Outfit Includes the Shoe Trend I'd Never Travel In
They're super chic but not the most practical for the airport.
-
Anna Wintour's $53 Flat Shoes Just Proved This Trend Never Went Out of Style
Comfy, cool, and on sale.
-
The Very Specific Flat-Shoe Trend Celebs Are Obsessed With Right Now
Including Lily James and Anna Wintour.