Remember when celebrities were just glamorous figures we adored from afar, cooking up tales of love, drama, and—let’s face it—some eyebrow-raising antics? Well, life sometimes tosses a curveball, turning our favorite stars into headline fodder for all the wrong reasons. Take Winona Ryder, for instance! Once the queen of cool in the ’90s and early 2000s, she found herself in the midst of a scandal that could rival the plot twists of her own films. Picture this: in 2001, she strutted out of Saks Fifth Avenue in Beverly Hills with a designer’s worth of stolen clothes, snagging her a full-blown arrest—and not just any charges, mind you, but grand theft, burglary, and vandalism! The irony? This whole debacle kicked off a stylish friendship with Marc Jacobs, the very designer she was caught “borrowing” from. I mean, who knew shoplifting could lead to fashion collaborations? As Robin Givhan aptly noted, “She may be a shoplifter, but she has impeccable taste.” So, grab your popcorn as we delve into some lesser-known celebrity run-ins with the law—because who doesn’t love a little drama from their favorite stars? LEARN MORE.
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.”