12 Epic Celeb Outfits From the '90s and '00s I Want to Copy and Paste

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(Image credit: Getty Images/Kevin.Mazur/INACTIVE)

Growing up in the ‘90s and ‘00s, it’s no surprise that fashion in the decades made a huge impact on me. Before the days of social media or much fashion coverage on the internet, I often found inspiration in magazines and the celebrity outfits featured there. To this day, many of those fashion moments have stuck with me and continue to inspire how I get dressed now.

So, which ones would I still repeat today? From Cindy Crawford’s leather blazer and jeans at the airport to Halle Berry’s iconic sunglasses to Sarah Jessica Parker’s mastery of an aught staple, there are plenty of cool looks I think are just as relevant today as the first time around. Ahead, see the ‘90s and ‘00s celebrity outfits that deserve to be worn again today and shop my edit of the best pieces to add to your wardrobe to replicate them. You just might find some new closet staples.

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Julila Roberts, 1991
(Image credit: Getty Images/Time & Life Pictures)

I'm not sure if there's anything that feels more '90s than ripped jeans. Here, Julia Roberts pulled them off in the most simple (but most stylish) way. I've been wearing a similar style on repeat and can't get enough of them.

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Cindy Crawford, 1991
(Image credit: Getty Images/Jim Smeal)

If you needed any further proof to add a leather blazer to your wardrobe, just look to this perfect outfit on Cindy Crawford. It feels just as relevant now as it did back in 1991.

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Whitney Houston, 1993
(Image credit: Getty Images/Ron Galella, Ltd.)

If you're looking for some cool inspiration for your loungewear wardrobe, look no further than Whitney's Houston's take on the track suit.

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Christian Slater, 1994
(Image credit: Getty Images/Ron Galella, Ltd.)

Is it just me or does this look exactly like something you'd spot Hailey Beiber wearing in 2020? The baseball cap, the oversize coat, the sweatshirt, the leather trousers—they're all here.

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Kate Moss, 1995
(Image credit: Getty Images/Kevin.Mazur/INACTIVE)

Perhaps one of the most iconic outfits to look to for holiday inspiration, you can't beat this feather-trimmed dress that Kate Moss wore in 1995. It's just as cool today.

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Carolyn Bessette-Kennedy, 1996
(Image credit: Getty Images/Evan Agostini)

Carolyn Bessette-Kennedy was a master of sophisticated minimalism and proves just how chic an all-black ensemble is, no matter what decade you're living in.

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Brad Pitt, 1997
(Image credit: Getty Images/Jim Smeal)

This reminds me so much of the outfit that Kaia Gerber wore on the F/W 20 runway at Bottega Veneta that it has to make me think that Brad Pitt's 1997 outfit helped to inspire what we saw on the runway. And yes, it's proof that style from the decade looks just as cool today as it did then.

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Halle Berry, 1998
(Image credit: Getty Images/Ron Galella, Ltd.)

In my opinion, this sunglasses shape will simply never go out of style. Here, spotted on Halle Berry wearing a pretty similar look to Brad Pitt's above.

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Sarah Jessica Parker, 2003
(Image credit: Getty Images)

Tube tops are a hallmark of the '00s and no one does them better than Sarah Jessica Parker. Simply add a pair of low-rise trousers and a shoulder bag for the ultimate throwback look.

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Beyoncé, 2006
(Image credit: Getty Images/Jun Sato)

Barely-there heels are one of my favorite shoe trends to emerge from the '90s. If you're looking for a similar pair to the ones Beyoncé is wearing, you're in luck.

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Ashley Olsen, 2008
(Image credit: Getty Images/Andrew H. Walker)

I think about this cutout dress a lot. Now, it couldn't be more on-trend, so it's a great time to put this Ashley Olsen-approved trend for a spin.

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Devon Aoki, 2009
(Image credit: Getty Images/Lorenzo Santini)

Sunglasses might have been small in the '90s, but in the '00s they were supersized. Large frames were everywhere and are officially back again.

Next, read about my favorite fashion staples after living in NYC, Paris, and L.A.

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Associate Director, Special Projects

Kristen Nichols is the Associate Director, Special Projects at Who What Wear with over a decade of experience in fashion, editorial, and publishing. She oversees luxury content and wedding features, and covers fashion within the luxury market, runway reporting, shopping features, trends, and interviews with leading industry experts. She also contributes to podcast recordings, social media, and branded content initiatives. Kristen has worked with brands including Prada, Chanel, MyTheresa, and Luisa Via Roma, and rising designers such as Refine and Tove, and her style has been featured in publications including Vogue.com, Vogue France, WWD, and the CFDA. Before Who What Wear, Kristen began her career at Rodarte, where she worked on assistant styling, photo shoots, and runway shows, and at Allure, where she moved into print and digital editorial. She graduated from the University of Southern California, where she studied art history and business, and currently lives in New York.