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7. Clueless – Costume designer Mona May
Alicia Silverstone as Cher in Clueless
The skirts were short, the socks were over-the-knees and the computer program that mixed and matched Cher’s wardrobe was enviable! Goodness knows we have had many a day when, after the pain of the morning alarm clock wears off, we would have loved to have a computer choose our outfit for us! Plus, Cher’s line about her party clothes being “too binding” is priceless (and all too relatable!).
8. Pretty Woman – Costume designer Marilyn Vance
Richard Gere and Julia Roberts in Pretty Woman
Like Audrey’s LBD, the red gown and white gloves worn by Julia Roberts in Pretty Woman have become iconic and synonymous with this classic film. Not to mention one of the best fashion film montages accompanied by the oh-so-fitting “Pretty Woman” by the legendary Roy Orbison and the unforgettable and glorious “I have to go shopping now” scene (after Julia’s character Vivian is initially turned away by snooty shopgirls). Who was it that said looking good is the best revenge?