(Source: Pinterest/Little O)
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11. Stacey Dash in 'Clueless' – 1995
Cher is often the one who gets all the style cred in Clueless, but Dionne's box braids, cheetah print, and posh hats place her just as firmly in the world of dramatic, fabulous and ultra-fashionable. Okay, so maybe Stacey Dash's character is always a little much, but every single one of her outfits is a look in the best way possible.

Photo found here.