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Career: Winona found fame in 1998 when she played a teen goth in the film Beetlejuice. She went onto star in cult films Heathers and Edward Scissorhands and won a Golden Globe in 1993 for her performance in The Age of Innocence. She took a break from acting in the early 2000s, and returned with roles in The Private Lives of Pippa Lee, Black Swan and The Dilemma.
Relationships: She was engaged to Johnny Depp from 1990 to 1993 and has also had high-profile relationships with Soul Asylum lead singer Dave Pirner, Bright Eyes frontman Conor Oberst and Matt Damon.
FYI: In 2001 Winona was arrested on shoplifting charges. She was accused of stealing $5,500 worth of designer clothes from Beverly Hills department store Saks Fifth Avenue. She was also accused of using drugs without valid prescriptions. She was sentenced to three years probation, 480 hours of community service, and was fined $3,700. She was also required to attend psychological and drug counselling.