Fashion

Your Fall Fashion Guide from Y2K and '90s It Girls

The fall season is upon us and L'OFFICIEL rounds up the best of It girl fashion from socialites to supermodels.

Kate Moss wearing a camel coat, a black leather shoulder bag and black knee high boots.
Kate Moss. (Photo: Getty Images)

Before influencers dominated the social media sphere, there were It girls who made headlines across the globe for their unparalleled style, glamorous lifestyle—and in some cases their highly-publicized party girl behavior—that epitomized the fashion and attitudes of the generation. The allure of It girls that draws the public in stems from their Venus-like images and distinguished pedigrees that captivate our curiosity and influence a generation of style connoisseurs. We define "It girls" by simply having "it"—every guy wants her, and every girl wants to be her.

As a muse of the generation, It girls have effortlessly and inadvertently achieved celebrity status, reigning across all media outlets from gossip tabloids to Instagram. There is an essence of elegance in every It girl, and they also present a sense of mischief and mystique that elevate their position as notable pillars of society. Their influence in the world of fashion over the years has shaped our understanding of trends that dominated the style of the decade, from Slim Keith to Diane von Furstenberg, Winona Ryder to Lindsay Lohan.

With the resurgence of '90s and Y2K aesthetics, it's no surprise that the revival of It-girl fashion from years past has made its way back into the mainstream of today. From Levi's 501s to Juicy Couture tracksuits, here are the best of It girl icons and their fashion to follow this fall.

Kate Moss

Look no further than '90s Kate Moss if you want to master the It girl "London look." The essence of her style was all about keeping it effortless, "casually cool." Basics are the hero pieces such as a pair of jeans, a neutral-colored slip, and a white tank, with very minimal styling. For the days Moss went a bit more statement-making, she would pair the basics with a standout garment, be it a leopard print jacket or blue velvet housecoat.

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Photos: Getty Images.

Carolyn Bessette-Kennedy

If there's one person who mastered '90s minimalism it's Carolyn Bessette-Kennedy. Her uncanny ability to take basic and closet staples and create the most eye-catching outfits in a humble manner is one that has left a permanent imprint in the fashion world. To take a page out of the Bessette-Kennedy playbook, go for a minimal color palette like black, white, and neutrals and turn to capsule wardrobe items such as white button-downs, tailored pants, black coats, and blue jeans.

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Photos: Getty Images

Tyra Banks

Tyra Banks' '90s fashion is one worthy of copying for a reason. Her style is certainly more unpredictable, as one day she's wearing double denim and the next she goes for athletic leggings and an edgy leather jacket. But that's what makes it so fun to be inspired by, as it's less about an aesthetic to follow and more about what feels right for that day. Ultimately, the most important thing is to top off each look with a fierce smize.

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Photo: Getty Images.

Liv Tyler

Hollywood darling Liv Tyler likely remains on the '90s fashion Pinterest inspiration board of all the stylists for the It girls of today. The crop top and mini skirt combo was one Tyler embraced heavily, though she also wore silk slip dresses, cropped jackets, Mary Janes, floral print, and tights and combat boots (for a touch of grunge). Of course, don't forget to swipe on her signature red lip.

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Photo: Getty Images.

Naomi Campbell

Another model to reference for the '90s "London look," Naomi Campbell is the queen of off-duty glamour. Sequins, fun prints, mini dresses, and figure-hugging silhouettes define her wardrobe, though she definitely knew how to pare down with black blazers and monochromatic moments.

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Photo: Getty Images.

Cindy Crawford

While Kaia Gerber has become the new It girl making the headlines, it's her mother who set the bar. Cindy Crawford is all about keeping it timeless yet interesting, as one moment she's photographed in a basic leather jacket and jeans while another she mixes the sportiness of a varsity jacket with the formality of a pencil skirt. It's all about being sultry yet refined.

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Photo: Getty Images.

Paris Hilton

It wasn't the early 2000s without Paris Hilton, in fact, one could argue that Hilton is the Y2K landscape. Thing of any era-defining fashion trend from the early 2000s and that's exactly what makes up Hilton's closet. Low-rise jeans, Juicy Couture velour tracksuits, all things pink, sequined glasses, mini skirts — copying Hilton's style means keeping it visually dynamic.

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Photos: Getty Images

Mary-Kate & Ashley Olsen

The queens of quiet luxury themselves, Mary-Kate and Ashley Olsen's penchant for understated luxury can be traced back to their younger years. Anything oversized, menswear-inspired, and black is the fashion destination that the sisters have landed on, and while their style is simple it's become a signature that is anything but basic. Grab a blazer, wide-leg trousers, and black clogs, and you'll be dressing as if you went shopping in the Olsen sisters' closets.

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Photo: Getty Images.

Sofia Coppola

While she is now referred to as one of the most revered film directors of our time, Sofia Coppola was also a '90s and 2000s fashion darling. An indie girl through and through, her fashion footprint remains highly imitable, with standout garments including suede jackets, graphic tees, fur-lined duster coats, baby tees, and spaghetti strap dresses — with a dash of dark lipstick.

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Photos: Getty Images.

Chloë Sevigny

A true '90s cool-girl, to channel Chloë Sevigny's fashion is to follow the motto "Expect the unexpected." Sevigny was able to find the line between distinctive yet effortless, a gray area that the cool girls of today still have trouble balancing. She was all about pairing unassuming garments be it tiger-striped tights with a black gown or a blue t-shirt atop a sheer white dress.

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Photo: Getty Images.

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