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How to Modernize These 5 Iconic Looks From 'Clueless'

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Clueless is celebrating its 20-year anniversary on July 19, which is making us feel both super old and incredibly nostalgic. Cher Horowitz was arguably our first style icon, and we distinctly remember begging for some tartan as soon as we watched this cinema classic. While Cher's style epitomized our childhood outfit goals, we still find ourselves craving to channel her inherent class (and sass). That's why we've compiled a list of modern takes on some of Cher's to-die-for looks—take a look for the perfect inspo to flaunt your fashion sense like a true Beverly Hills Babe. 

Full Tartan


Cher Look #1
 

Capulet plaid jacket
wildfang.com

 

 

Polo Ralph Lauren green skirt
$120 - houseoffraser.co.uk

 

 

Frye chelsea boots
amazon.com

 

 

Thought rocking full-on plaid was a thing of the past? Think again! As long as your pieces are sleek and paired with a neutral top underneath, there's nothing that says you can't match a plaid blazer and plaid mini skirt and still look incredibly chic. Pair a red and green tartan pattern with some modern Chelsea boots for a fall outfit that's the look of every prep school girl's dreams.

Pretty in Prep


Cher #2
 

 

J Crew blue cardigan
$105 - jcrew.com

 

 

Lands End plaid skirt
landsend.com

 

 

Keds sneaker
keds.com

 

 

A-line skirts, soft, lightweight cardigans, and adorable white sneakers? As far as we're concerned, these closet staples never left. Rock them with ease to look darlingly classic and well put-together.

Sporty Chic


Cher #3
 

Crop top
$11 - newlook.com

 

 

 

Superga slip on shoes
$195 - farfetch.com

 

 

 

Cher's black, pleated shorts are coincidentally one of the newest returning trends to the fashion scene. Everyone's fawning over sports-inspired looks these days, which means making a few small edits to Cher's ensemble (like replacing the white-on-white cardigan and top with an athletic-accented white sweater) will create an outfit that's the definition of posh. Pampering your feet with black, calf-hair slip-ons is a must-have, and don't abandon the scrunchie—it's seriously adorable!

Wild and Western


Cher Outfit #4
 

Madewell denim tank
madewell.com

 

 

 

 

We won't deny that this suede-and-denim look was one of Cher's riskier choices, which is exactly why pulling it off today will earn you even bigger brownie points in the eyes of your fashion-obsessed friends. Turns out suede button-up miniskirts are in again, and a variety of denims have been making their way into our closets for as long as we can remember. For a modern take on this wild outfit, keep the skirt the same but switch Cher's top for a chambray tank—it's less bulky and more sleek. Instead of tan, knee-high socks, wear trending tall fringe boots to complete the outfit. The final look will make onlookers swoon.

Sheer and Sultry


Cher Outfit #5
 

Silence Noise long sleeve tee
urbanoutfitters.com

 

 

Acne Studios black jeans
bagheeraboutique.com

 

 

Sole Society short boots
solesociety.com

 

 

 

Excuse us while we're overtaken with style envy. Cher's mesh night-out ensemble is something we'd wear in a heartbeat, and there's really nothing we would change about this sexy look. Grab a mesh long-sleeve top, an incredibly edgy strappy bralette, some high-waisted black skinny jeans, and black booties to finish. Cher's jewelry is also on-point, so pick up a long, drapey chain necklace with delicate pendants to top it all off. 

Think Cher's style is outdated? As if! These outfits definitely prove otherwise!


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