Cher's 12 Best Outfits from Clueless

It's hard to believe that Clueless hit theaters over 27 years ago — especially since all of those fashion moments are just as relevant today as they were back in 1995. Sure, Cher Horowitz (played by Alicia Silverstone) may have been clueless when it came to love (and, well, driving), but she definitely excelled when it came to putting together an enviable outfit.

As a style salute to the film and its costume designer Mona May, we're looking back at some of the character's most iconic fashion moments, from her white body-hugging Calvin Klein dress to that yellow plaid skirt suit that's been replicated a million times. Reminisce with us as we visit some of Clueless's best fashion moments.

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.

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.

Alexander Ross

Alexander Ross

Gaming, Esports & Interactive Media Writer

Alexander Ross has covered the video game industry for a decade, writing deep dives on game design, esports tournaments, VR developments, and gaming culture.