28. Clueless (1995)
Sure, there are some who can’t stand the way Cher (Alicia Silverstone) and her friends talk, but the group who stars in Clueless were just too entertaining to watch. In the realm of high school comedies, Clueless ranks near the top because the characters are actually just like any other high school kids across America – insecure and looking to find their place in life. Except, they might dress better, talk in their own language (“fetch,” “jeepin’”) and don’t believe there is much outside of their little world. The film made Silverstone a star and introduced us to the likes of Paul Rudd (his first film) and the late Brittany Murphy.
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