At age 13, began work as a model, appearing on the cover of Interview magazine

Appeared as part of a controversial Calvin Klein ad campaign featuring underage models in suggestive poses at age 15

Taught by father to play the guitar

Had a brief cameo in the independent film "Sugar Town"

Released her debut album I'd Rather Eat Glass and toured as part of the Lilith Fair music festival

Received positive reviews for her portrayal of a young Upper East Side child of privilege who has appropriated African-American hip-hop lingo and lifestyle in James Toback's "Black and White"

Posed for and featured on the cover of Playboy magazine (April)

Had a supporting role in Cameron Crowe's "Almost Famous"

Portrayed a teenage party girl in Larry Clark's "Bully"

Appeared in the independent drama, "Tart"

Cast opposite Jeff Bridges and Kim Basinger in "The Door in the Floor"

Starred opposite Anne Hathaway in Stephen Gaghan's "Havoc"

Portrayed Lorna Doom opposite Shane West in "What We Do Is Secret," about late '70s seminal punk band The Germs

Cast in Eli Roth's "Hostel: Part II," the sequel to the 2006 film about a torture ring in Europe

Starred opposite Sam Rockwell in the black comedy "Choke"

Will co-star with Danny Masterson in "The Bridge to Nowhere"; directed by Blair Underwood in his directorial debut (lensed 2008)