12. Clueless (1995)

This film, which was directed by Amy Heckerling and starred Brittany Murphy, Paul Rudd, and Alicia Silverstone, epitomizes teen society in the 1990s. Cher, portrayed by Alicia Silverstone, is a chic and self-assured high school queen who enjoys arranging matches but is oblivious to her own emotions. This film feels contemporary despite its classic clothes, humorous dialogue, and novel interpretation of Jane Austen's Emma. The film is a classic appeal to all generations because of its heart and humor.
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Edited by Priscillah Mueni