Clueless. Except she isn't clueless about fashion. You see, everything Cher wears is either matching or coordinates well with her overall look that she is trying to achieve. For example when Mr Hall is dishing out the 'Tardies' Cher shows us her classic style - this time with a little bit of french, the beret anyone? And white collared shirt with a basic black blazer? Plus, her shoes always match a colour in her outfit giving her overall look timeless appeal. The few things I would have to say that are of the time are the marabou accessories and maybe a few of her bags you can see in a few scenes (When Dionne is taking polaroids she has shelves lined with outdated, young, girly bags).
Her Makeup and Hair were damn trendy for the 90's and while sleek-straight hair with no layers isn't exactly 'new hair' these days, it's still a classic look and suits Alicia's small facial features - also makes her look like a dress-up doll especially in this movie!