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!


(Image credit: Getty Images)


(Image credit: Rex Features)


(Image credit: Getty Images)


(Image credit: Getty Images)

Which outfit is your favorite? Tell us in the comments below!

Erin Fitzpatrick
Associate Director, Fashion News

I got my start as a Who What Wear intern eleven years ago—back when the site only published a single story per day. (We've since increased that number twentyfold.) I graduated magna cum laude from USC, which is how I ended up moving to Los Angeles from my hometown of San Diego. In college, I also interned at Refinery29, where I was promoted to editorial assistant and then assistant editor. After nearly three years at R29, I came back to WWW in 2016, where I currently hold the title of Associate Director, Fashion News (as well as the unofficial title of resident royals expert—in case you haven't noticed my numerous Meghan Markle and Kate Middleton stories). I spend my days trying to incorporate my idols, Anna Wintour and Roger Federer, into as many stories as possible. Outside of work, I love tennis, dogs, classic rock, and traveling.