Anna Wintour’s Style in the 1990s Will Change How You Look at the Vogue Editor Forever

Anna Wintour
Before she sported kitten heels and Chanel suits, Anna Wintour rocked some insane fashion looks. Ron Galella/

Well, everyone has a past!  

Anna Wintour is known for favoring a modest skirt suit and a sleek pair of kitten heels, but believe it or not, Vogue magazine's top editor has a sketchy fashion past. Back in the '90s, the revered fashion icon's closet was spilling with short minidresses and sometimes undergarments were optional.

While rightfully gave these throwback photos some much-needed attention, Us Weekly uncovered even more priceless gems. 

Bold in Gold 

Tennis anyone? Wintour effortlessly paired a gold lame turtleneck top with a pleated emerald skirt in 1991. One item notably missing? Her bra. 


Rainbow Bright 

Anna Wintour - Rainbow Dress
Anna Wintour commanded attention in a sparkly rainbow cocktail dress. Ron Galella/

Why choose one color when you can rock them all? 

Who Wears Short Shorts 

Anna Wintour - Sunglasses
Looking might spiffy! Anna Wintour played with style in a relaxed short set. Ron Galella, Ltd./

The editor looked cool as cucumber in a linen short suit with a white T-shirt in 1990. 

Sheer Genius

Anna Wintour - Colored Shorts
Red carpet stunner! Wintour went retro in a bold sheer top and funky pleated shorts. Ron Galella/

Bow down! The Vogue editor mastered sheer panels in 1991, decades before the trend exploded in 2014. 

Sequined All Over 

Anna Wintour - Silver Sparkly Dress
Anna Wintour mastered sequins with this silver frock. The LIFE Picture Collection/Getty Images

No boxy cuts here; Wintour showed off her slender bod in a silver sequin minidress with metallic pumps.

Lovely in Lace 

Anna Wintour - Black Lace
Sexy lady! Anna Wintour got flirty in a black lace gown for an evening event. The LIFE Picture Collection/Getty Images

Move over, Beyonce! Wintour looked flawless in a sheer dress with floral appliqués.

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