5 fashion lessons we learned from 'Clueless'

By Nicole Carrington

When Clueless teen queen Cher Horowitz stomped her platform-outfitted soles into our collective consciousness in July 1995, the spirit of the '90s, its social lexicon and our fashion sense were, like, forever changed. And with the release of As If: The Oral History of Clueless, fans are now privy to insights from the cast and creator of one of 1995's most monumental cultural phenomenons.

Take our Clueless quiz to see how well you know the film!

Through Alicia Silverstone’s breakout performance as a well-intentioned, wardrobe-obsessed valley girl (proudly named in honour of a “famous singer of the past who now does infomercials”), viewers were immediately swept into a satirized candy-coloured version of Jane Austen's Emma and her posse of impeccably dressed misfits.


Cher's extensive wardrobe was the stuff of fashion dreams.

Decades later, the cult film has proven itself ageless, recreated on the runway, in music videos — who can forget Britney Spears’s plaid miniskirt and platform Mary Jane’s in "...Baby, One More Time," or Iggy Azalea’s Clueless-themed "Fancy" video? — and real life. Girls star Lena Dunham recalls emulating Cher, Dionne and co. throughout elementary school, saying, “It was such a big deal to me that I wore knee socks and a mini-backpack to school every single day of fifth grade!

In her new book, author Jen Chaney celebrates the film’s 20th anniversary by connecting with creator Amy Heckerling (who will be adapting Clueless for the stage), as well as the original cast and crew, to reflect on the film and its cultural impact, from its slick vernacular to iconic fashions and castings switcheroos. You probably didn't know that both Reese Witherspoon and Gwyneth Paltrow were considered for the starring role, and that Paul Rudd originally auditioned to play Murray?


While we, admittedly, may never be on Cher’s sartorial level — if anyone out there actually has a Polarioid-based, computerized closet, consider us totally buggin’ — we've got five style tips we picked up from the ultimate queen bee. Click any image to see our gallery of fashionable lessons!

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