There’s a reason Clueless is now considered an iconic movie. Well, actually there are several reasons — and not least among them was the wardrobe. The haute high school flick delivered on ’90s fashion in a major way and Alicia Silverstone’s Cher Horowitz was an instant style legend. The Beverly Hills teen’s sexy-meets-prep-school look stole our hearts, from her blazers down to her knee socks. Cher, in her baby tees, backpacks, mini skirts, and plaid (so much plaid) taught us that it’s ok to have fun with fashion and care about the world around you (Pismo Beach Disaster Relief anyone?). It’s no wonder we’re still swooning after her closet.