These Cindy Crawford Throwback Photos Are Giving Me So Much Outfit Inspiration

As one of the world's most instantly recognizable supermodels, you'd be hard-pressed to find someone who doesn't know Cindy Crawford. Between her iconic '90s ad campaigns and her memorable runway appearances, the model is adored and admired the world over.

While many remember Crawford for her much-talked-about 1992 Pepsi commercial, we think the model should be equally lauded for her iconic nineties outfit choices. In fact, many of the looks the model donned all those years ago are so timeless, they are outfits we'd easily wear today. Between the vintage blue jeans, leather blazers, chic minis and slip skirts, Crawford's early nineties wardrobe has proven to be just as on-trend in 2020 as it was three decades ago.

In fact, many of the staples the supermodel relied on back then—such as straight-leg jeans and leather outwear—are hero pieces currently worn by Crawford's model daughter Kaia Gerber. When it comes to models off-duty, it doesn't get much better than this.

Keep scrolling for five outfits Cindy Crawford wore in the nineties that are just as on-trend today.


Cream Miniskirt + Black Tee
(Image credit: Getty)

Style Notes: If this isn't the definition of "effortless chic," I'm not sure what is. Here, Cindy pairs a casual mini with a plain tee for the ultimate easy event ensemble. 

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Blue Jeans + Leather Blazer
(Image credit: Getty)

Style Notes: If this image wasn't time-stamped to the nineties, I would have sworn this was Kaia Gerber. Straight-leg blue jeans and a leather blazer is a foolproof outfit combination Cindy Crawford's daughter, Kaia Gerber, also relies upon regularly. 

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Floral Skirt + Jumper
(Image credit: Getty)

Style Notes: I'm pretty sure I wore this exact outfit over the weekend. That is how timeless it is. A floral slip skirt and crew-neck jumper will never go out of style. 

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Knit Maxi Dress
(Image credit: Getty)

Style Notes: Some might think you need supermodel proportions to pull this look off, but actually, a knit maxi dress will appear flattering and elongating on several different figures. 

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Silk Skirt + Jeans
(Image credit: Getty)

Style Notes: You can never go wrong with an all-black ensemble. Crawford adds interest to the look here by playing with texture, opting to pair a silky shirt with jeans. 

Next up, the biggest S/S 20 fashion trends you need to know.