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The late ’80s to the early 2000s were undoubtedly a golden age for teen movies and “coming of age” films, but for fashion devotees, one film stands out from the pack: Clueless. The 1995 flick has some of the most quotable moments in high school movie history, plus a stacked cast including Paul Rudd, Alicia Silverstone, and, of course, Brittany Murphy. But among the memorable lines (“You’re a virgin who can’t drive” will go down in burn history) and star power, the outfits truly lifted this movie to icon status. From quintessential schoolgirl moments to the underwear-adjacent Calvin Klein dress, Cher, Dionne, and their posse of fashionable friends served countless looks that we’ll never forget. Before you can say, “Ugh! As if,” we’ve rounded up nine of the best Clueless outfits that stand the test of time, complete with product picks to get the iconic ’90s looks yourself.
Cher and Dionne’s Plaid Sets
Perhaps the most iconic outfit(s) from Clueless were Cher and Dionne’s plaid sets, which have become a Halloween costume staple that millennials and Gen-Z can agree on. The prep-school-meets-Beverly-Hills-it-girl aesthetic made this look one for the fashion history books. Dionne’s hat is a moment all on its own and proves that a little styling goes a long way.
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Assignment
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Assignment
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J.Crew
Preppy Academia
The coolest girls at school are always dressed to the nines, no matter what day it is. At least, that’s the case at the fictional Bronson Alcott High School, where Cher, Dionne, and newcomer Tai stroll the campus in preppy outfits so chic that they give Blair Waldorf a run for her money. Even if you missed the chance to sport a red velvet long-sleeve mini dress with a white Peter Pan collar in high school, the on-trend color remains a solid option for all your brunch plans and days out.
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Nana Jacqueline
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Emi Jay
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Ree Projects
The Alaïa
In the world of legendary film fashion references, Cher’s line, “You don’t understand. This is an Alaïa,” might take the cake. What other plea would one make when held at gunpoint? Naturally, this Cher fashion moment comes post-party in the Valley, and it oozes it-girl energy. With cherry red trending right now, you already know we’ll be copying this iconic going-out look.
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Danielle Guizio
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Rest & Relaxed
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Yam
Cher’s Sheer Moment
What's more nostalgia-inducing: A baby Paul Rudd or this sheer blouse look on Cher? While it's a tough call, because we're fashion-focused here, we're inclined to say the blouse. If there was one definitive look that embodies effortlessly cool energy, this blouse and white tank combo would be it. The beaded wrap necklace is just the cherry on top.
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SPRWMN
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Good American
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Don’t Let Disco
All About Animal Print
One thing we love about Dionne’s style is that she wears the boldest looks but somehow makes them feel so wearable. Case in point: this leopard print statement coat, which she paired with a hot pink button-down. We don’t know how or why, but it just works. By the way, leopard print is way in right now, so this is one look you’ll want to recreate ASAP.
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Donna Salyers Fabulous Furs
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& Other Stories
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Missoma
Beret On a Mission
Just two girls wearing campy hats while setting up their high school teachers… what's new? While this is just one of Dionne's legendary hat moments, Cher takes on a Parisian flair with her black beret. These two looks, side by side, couldn't be more different, but you know what they say: opposites attract.
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Rag & Bone
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Norma Kamali
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& Other Stories
Bubblegum Pink Plaid
At first glance, Tai’s fashion sense seems to transform after her makeover from Cher and Dionne, but it’s not like she’s completely out of her wheelhouse with her new look. She still sports tees and flannel tops—just with a stylish twist. On another note, we’re obsessed with Brittany Murphy’s bouncy, defined curls here.
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Lele Sadoughi
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Rails
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H&M
Queen of “Whatever”
Cher wannabe and camp icon Amber is one Clueless character that you should never count out when it comes to fashion. From her bright red sailor's uniform to her black-and-white striped gym uniform, Amber's sense of style is nothing short of outrageous—and we love her for that. Here, she casually wears a feathered coat with a matching feathered headband to class, just because she can.
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Oséree
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Abercrombie & Fitch
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Roger Vivier
The Calvin Klein Dress
We could never forget about Cher’s Calvin Klein dress. The white bodycon “underwear” dress set a new bar for date night dressing at the dawn of the OG ’90s slip dress trend. Fun fashion tidbit: Cher’s dress was actually by Anna Sui, but the movie credited it to Calvin Klein since Sui was just emerging on the fashion scene.
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Lurelly
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Susana Monaco
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Open Edit