It’s hard to believe that Clueless hit theaters more than 20 years ago, especially since all of those fashion moments are just as relevant today as they were back in 1995. Cher Horowitz (played by Alicia Silverstone) might have been clueless when it came to love, but she was definitely not in the fashion department.
As a style salute to the film (and to prepare for a chic Halloween), we took a throwback look at her iconic fashion moments, from her “most capable” driving outfit to her famous white body-hugging Calvin Klein dress. Reminisce with us and take a look at the best 12 fashion moments from the film — as if you’d do anything else!
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Cher’s “Most Capable” Outfit
Despite having turned her closet inside out looking for her most professional ensemble (“Where’s my white collarless shirt from Fred Segal! It’s my most capable looking outfit!”), Cher failed her road test, got into a fight with Tai, and promptly went shopping in search for solace.
Shop It: I.AM.GIA Madison Skirt, $100; shopbop.com. Hinge Balloon Sleeve Cardigan, $47; nordstrom.com. Theory Cotton Bib Tunic, $90; saks.com. Opaque Thigh High Socks, $3; walmart.com.
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Her Scheming Outfit
With her beret, pinstriped jacket and crisp button-down, Cher looks like a pro while playing match-maker to her two teachers: Mr. Hall and Miss Geist.
Shop It: Halogen Wool Beret, $29; nordstrom.com. Everlane Relaxed Poplin Shirt, $55; everlane.com. Plus Stripe Blazer, $30; boohoo.com.
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Mad for Plaid
With the help of her super technologically advanced closet, Cher was always matched to perfection. Case in point: Her yellow plaid separates.
Shop It: Guess + UO Plaid Skirt, $59; urbanoutfitters.com. Guess + Plaid Trucker Jacket, $98; urbanoutfitters.com.
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Cher’s Match-Making Look
Cher wears red while playing cupid to Mr. Hall and Miss Geist. Her ploy: Her dad’s Italian roast coffee. Mr. Hall: “Are you sure you don’t want it?” Cher: “Duh, it might stunt my growth. I wanna be 5’10” like Cindy Crawford. But I thought maybe you and Miss Geist might like it?”
Shop It: Forever 21 Strip Dolman Shirt, $15; forever21.com. Kate Spade Textured Sweater, $198; bloomingdales.com. Forever 21 Plaid A-Line Mini Skirt, $18; forever21.com.
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Playing the Favorite
The outfit to win over your father’s heart: A white scrunchie and an ivory cardigan with a matching top tucked into black shorts. “Well, some teachers are trying to low-ball me, Daddy. And I know how you say, ‘Never accept a first offer,’ so I figure these grades are just a jumping off point to start negotiations.”
Shop It: White Velvet Hair Scrunchie, $10; amazon.com. H&M Fine-Knit Cardigan, $13; hm.com. Forever 21 Box Pleat Mini Skirt, $13; forever21.com.
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Cher’s Take on Goth
A foolproof look: A sheer black top over a white tank, a cross necklace, and black jeans, complete with a vampy lip.
Shop It: Commando Chic Mesh Long Sleeve Top, $78; shopbop.com. Maison Jules Adjustable Camisole, $8; macys.com. Nadri Cross Necklace, $55; bloomingdales.com. Topshop Leigh Jeans, $46; nordstrom.com. Charlotte Tilbury Matte Revolution Lipstick, $34; nordstrom.com.
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Date Look With Christian
For her first date with the new guy from school, Cher selected a second-skin white mini dress, which elicited the question from her dad: “What the hell is that?” Cher: “A dress.” Dad: “Says who?” Cher: “Calvin Klein.”
Shop It: by the way. Vienna A-Line Mini Dress, $66; revolve.com.
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Her School Look
Cher proudly debuts a new Tai, fresh from her makeover. Cher, herself, is styled to a T, layering a sweater vest over an Oxford with a button-front mini and over-the-knee socks.
Shop It: Gap New Fitted Boyfriend Oxford, $30; gap.com. Lands’ End Performance Sweater Vest, $20; landsend.com. &Other Stories Corduroy Mini Skirt, $69; stories.com. Forever 21 Ribbed Over-the-Knee Socks, $7; forever21.com.
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Cher’s Red-Hot Having-a-Boy-Over Dress
Her fashion advice when it comes to boys: “Sometimes you have to show a little skin. This reminds boys of being naked, and then they think of sex.”
Shop It: by the way. Makayla Star Mini Dress, $66; revolve.com.
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Cher’s Black-and-White “Workout” Outfit
Cher wears one of her signature looks during P.E: A tank layered over a tee. “I would just like to say that physical education in this school is a disgrace,” she states. “I mean, standing in line for forty minutes is hardly aerobically effective. I doubt I’ve worked off the calories in a stick of care-free gum.”
Shop It: Beyond Yoga Slim Racerback Cropped Tank, $42; shopbop.com. Hanes Nano T-Shirt, $4; amazon.com.
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Cher’s “Buns of Steel” Workout Look
Cher sports a checkered one-piece as she and Tai work out to a “Buns of Steel” video.
Shop It: Gray Biker Short Unitard, $15; missguided.com.
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Her Pretty Pink Wedding Dress
Cher sweetens up for Mr. Hall and Miss Geist’s wedding in a pale pink ensemble-so on-trend!
Shop It: Lulus Blush Pink Dress, $50; lulus.com. Chinese Laundry Veronika Pump, $81; zappos.com.