The charges: Grand theft, burglary, vandalism
The story: In 2001, Winona Ryder was arrested for stealing roughly $5,000 worth of clothes from Saks Fifth Avenue in Beverly Hills. Despite the store’s multiple requests to drop the charges, the district attorney’s office refused to do so, and Ryder was eventually convicted of grand theft and shoplifting.
Ironically, the trial (and Ryder’s great outfits for its duration) began a longstanding friendship between herself and Marc Jacobs, whose clothes she was convicted of stealing. She first appeared in his spring 2003 campaign, and they have remained friends and collaborators since.
In a November 2002, Washington Post article about the trial, writer Robin Givhan wrote of Winona that “She may be a shoplifter, but she has impeccable taste.”