Date of Birth: March 28th 1981
Stiles was interested in performing from a very young age. When she was eleven years old, she wrote a letter to a Manhattan theater director asking to be cast in a production and was soon acting on-stage in avant-garde plays at both the La Mama and Kitchen Theaters. In 1996, Stiles made her film debut with a small part in I Love You, I Love You Not and the following year had her television debut in the Oprah Winfrey Presents: Before Women Had Wings, in which she played an abused child.
The year 1999 proved to be Stiles' breakthrough year, as she played a prominent part in the television miniseries The '60s and the lead role in 10 Things I Hate About You, the latest film to mine gold and produce endorsements out of William Shakespeare. The film was a hit, and Stiles was soon being heralded as one of the hottest, young actors of her generation. With her name attached to a number of future projects, it seemed that Stiles would indeed have success in living up to this label.
In the film adaptation of novelist Robert Ludlum's -The Bourne Identity, Stiles had the chance to participate in a film starring Hollywood golden boy Matt Damon and returned to the role in 2004's The Bourne Supremacy. Stiles was praised for holding her own against Stockard Channing in The Business of Strangers (2001), which was shown at the 2001 Sundance Film Festival and fared decently in A Guy Thing, a romantic comedy-of-errors co-starring Jason Lee and Stiles' fellow Down to You alumna Selma Blair. In 2003, Stiles would play opposite the Oscar-winning Julia Roberts in Mona Lisa Smile, which finds Stiles playing a conservative '50s college student whose beliefs undergo some serious scrutiny after coming in contact with an uncharacteristically progressive teacher (Roberts).