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1999

Kat Stratford (Julia Stiles) is beautiful, smart and quite abrasive to most of her fellow teens, meaning that she doesn't attract many boys. Unfortunately for her younger sister, Bianca (Larisa Oleynik), house rules say that she can't date until Kat has a boyfriend, so strings are pulled to set the dour damsel up for a romance. Soon Kat crosses paths with handsome new arrival Patrick Verona (Heath Ledger). Will Kat let her guard down enough to fall for the effortlessly charming Patrick?

1990s Best Movies / View All

10 Things I Hate About You (1999)

Kat Stratford (Julia Stiles) is beautiful, smart and quite abrasive to most of her fellow teens, meaning that she doesn’t attract many boys. Unfortunately for her younger sister, Bianca (Larisa Oleynik), house rules say that she can’t date until Kat has a boyfriend, so strings are pulled to set the dour damsel up for a romance. Soon Kat crosses paths with handsome new arrival Patrick Verona (Heath Ledger). Will Kat let her guard down enough to fall for the effortlessly charming Patrick?

A depressed man (Edward Norton) suffering from insomnia meets a strange soap salesman named Tyler Durden (Brad Pitt) and soon finds himself living in his squalid house after his perfect apartment is destroyed. The two bored men form an underground club with strict rules and fight other men who are fed up with their mundane lives. Their perfect partnership frays when Marla (Helena Bonham Carter), a fellow support group crasher, attracts Tyler's attention.

1990s Best Movies / View All

Fight Club (1999)

A depressed man (Edward Norton) suffering from insomnia meets a strange soap salesman named Tyler Durden (Brad Pitt) and soon finds himself living in his squalid house after his perfect apartment is destroyed. The two bored men form an underground club with strict rules and fight other men who are fed up with their mundane lives. Their perfect partnership frays when Marla (Helena Bonham Carter), a fellow support group crasher, attracts Tyler’s attention.