The Worst Early 2000s Fashion and Outfits

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Ultra low-rise patchwork jeans, a belly chain, a cropped top, and a denim newsboy hat—Christina Aguilera combined all the major trends of 2001 into one hard-to-forget look.

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Tube tops and boho skirts were an unexpected combination that everyone including Cameron Diaz embraced.

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Nobody could forget this iconic moment in fashion history. The It couple of the time went for full-on denim and blinged out accessories in a look that could only belong to the early 2000s.

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There's a lot to unpack here but, metallic going out top, distressed low-rise jeans, and floor-length fur jacket all in one? Pink wasn't afraid to go for it (though it's unclear what "it" was).

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NSYNC served up some truly interesting boyband looks on the red carpet as well. With bandanas, colorful fedoras, and a whole lot of bad denim, "eclectic" was one way to describe their style.

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Gwen Stefani rocked boxers peeking out of low-rise jeans, trucker hats, and a nameplate belt all in one for a red carpet look all the cool girls wanted to copy.

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Proving there was never such thing as too much pleather, Jessica Simpson really went for it in a head-to-toe red hot look.

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Queens of coordinating outfits, Destiny's Child, embraced lace-up jeans, belly shirts, and rhinestone belts in looks that Beyoncé probably wouldn't be caught dead in today.

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Pulling together some of the biggest micro trends of 2001, this Mya outfit is the definition of "doing the most."

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A studded corset worn with white pants and a silver hip chain was the dream going out look in 2000, as proven by Denise Richards.

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Though this look (thankfully) never went mainstream, Björk's infamous swan dress at the 2001 Oscars became one of the most buzzed-about fashion moments of the decade.

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When wearing anything but actual shirts as shirts was a thing, Xtina embraced the trend with a scarf "top" and an ultra-mini denim skirt. (Don't forget the signature newsboy cap.)

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Let's not forget the shipwrecked look whose pioneers were Tara Reid and Paris Hilton. The It girls brought their ripped skirts and baby tops to countless red carpets.

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J.Lo made the It item of the decade—a velour tracksuit—even more 2000s by rolling up the leg to show off her high heels and throwing on a newsboy cap.

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At a Crossroads premiere, Britney embraced color coordination to the max in a matching pale pink hat, ruffled dress, and knee-high boots.

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As Paris Hilton emerged on the scene, she brought with her the shipwrecked asymmetrical skirts, belly shirts, and an abundance of pink.

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Fresh off her American Idol win, Kelly Clarkson frequented belted dresses over boot-cut jeans.

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When graphic tees ruled all, Christina Milian decided to pair her "Queen of the Universe" t-shirt with a pink mini skirt, pink fishnets, a wrist sweatband, and pointed toe boots because why not?

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The signature 2000s look: a colorful velour tracksuit with a camisole, and It bag.

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We all couldn't get enough of ponchos in every color, pattern, and with fringed bottoms. Eve brought the look to the red carpet with a pair of denim capris and hobo bag, really cementing its status.

Lauren Alexis Fisher is the Senior Editor at Cosmopolitan, overseeing digital content across fashion, lifestyle, beauty, sex, and culture. Previously, she was the Market Editor at Harper’s BAZAAR and has written for publications including WWD, Bustle, and W Magazine. When she’s not busy taste-testing her way through every dirty martini in New York, you can follow her on Instagram for bad jokes, good outfits, and annoying vacation pics. 

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