13. Winona Ryder

Winona Ryder has had a terrific career in Hollywood. She burst onto the scene in the movie Beetlejuice and was the voice of Generation X in movies like Girl Interrupted and Reality Bites. Winona was writing her own ticket in Hollywood, a big star who seemed to be emerging as an A-list actress. But something strange happened on the way to success. Chaotic romances with male stars like Johnny Depp led to a wild life off-camera. There were reports of rampant drug use and when she was caught on camera in 2001 stealing thousands of dollars of jewelry she could afford to buy, this came to a head in her life. Winona was forced to face her problems and there was no hiding. At first, her attorneys claimed she was practicing for a film role. But soon, reality set in and she had to face facts; Winona was self-destructing. She took two years off from acting and then ran into the industry blackballing her from roles. She is slowly re-emerging, but she gave up her shot at super-stardom. 

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