43. Winona Ryder
With her first starring role in Beetlejuice, as a goth who talks to ghosts, and her cult hit Heathers, in which she plans the suicide of numerous teens at her high school, it's understandable that Winona Ryder isn't an angel. In 2001, Ryder became infamous after her arrest for shoplifting. She was accused of stealing $5,500 worth of designer clothes and accessories at a Saks Fifth Avenue store. At the trial, it also surfaced that she had been using oxycodone, diazepam and Vicodin without valid prescriptions.