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The role won her two more MTV awards for Best Kiss and Best Female Performance, and a Teen Choice Award for best fight scene for her battle with Bianca Lawson.
Rolling Stone pronounced her "the coolest co-ed", putting her on the cover of its April 12, 2001, issue.
Stiles also appeared opposite Stockard Channing in the dark art house film The Business of Strangers (2001) as a conniving, amoral secretary who exacts revenge on her boss.
The second was in the Desdemona role, opposite Mekhi Phifer, in Tim Blake Nelson's O (2001), a version of Othello set at a boarding school.
Neither film was a great success; O was subject to many delays and a change of distributors, and Hamlet was an art house film shot on a minimal budget.
She won an MTV Movie Award for Breakthrough Female Performance for the role.
The Chicago Film Critics voted her the most promising new actress of the year.