This Is What Cool Girls Were Wearing in Autumn 20 Years Ago
It's hard to believe that 1998 was 20 years ago, but it was, and it happened to be a very stylish year. It was a year when the It girls at the time included Cameron Diaz, Kate Moss, Sarah Jessica Parker, and Keri Russell, and the It trends at the time included square-toed shoes, animal print, and slip skirts. Sounds very 2018, don't you think?
Just as we recently did for summer '90s outfits, we've left no '90s-autumn-outfit stone unturned, and our look back at what cool girls were wearing in late 1998 has proven to be very fruitful (most intriguing to us is that celebrities hardly ever wore sneakers out, but they loved all-black outfits.) So if you adore '90s style, these looks will have you craving autumn weather so that you can get into all the sweater sets, straight-leg jeans, and leather your heart desires.
Scroll on for 19 autumn outfits that celebs wore 20 years ago (just be sure you scroll all the way down to SJP…), and shop pieces inspired by their looks.

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Ron Galella, Ltd./WireImage
Can we please have this entire 'fit, Julia?

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Ron Galella, Ltd./Wireimage
These boots are perfection.

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Ron Galella/WireImage
Meghan Markle would approve of their sheath dresses.

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Ron Galella, Ltd./WireImage
The flip-flops somehow just work.

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Jeff Kravitz/FilmMagic, Inc
The most polished matching set.

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Mazur/WireImage
This may have something to do with the return of the strapless trend.

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Steve Azzara/Corbis via Getty Images
And this might have something to do with the return of the tiger-print trend.

Photo:
Ron Galella, Ltd./WireImage
A fitted sweater over a midi-length dress was a go-to look in 1998.

Photo:
Ron Galella/WireImage
In case you wanted any more proof that trench coats are a classic…

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Ron Galella, Ltd./WireImage
Naomi Campbell's off-duty style has always been so chic.

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Ron Galella, Ltd./WireImage
Can't say we wouldn't wear that coat.

Photo:
Ron Galella, Ltd./WireImage
'90s Cindy Crawford is such airport goals.

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Ron Galella, Ltd./WireImage
If Jennifer Lopez still flew commercial, we wouldn't be surprised to see her wearing this.

Photo:
Ron Galella, Ltd./WireImage
We've never met a '90s Gwyneth Paltrow look we didn't love. Those shoes are so 2018.

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Frank Trapper/Corbis via Getty Images
Angelina Jolie would 100% wear this minimalist look today.

Photo:
Jim Spellman/WireImage
Yes, those are leather pedal pushers you see.

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Arnaldo Magnani/Liaison/Getty Images
Nicole Kidman wears the tailoring look well.

Photo:
Ron Galella/WireImage
Yep, this is what SJP was wearing circa season 1 of Sex and the City.
Shop Pieces Inspired by Fall 1998
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