Ryder has had many high-profile relationships with actors. She was engaged to actor Johnny Depp for three years beginning in July 1990. During their relationship, Depp had a tattoo placed on his arm reading "Winona Forever", which he had altered to "Wino Forever" after their separation. Ryder later had serious relationships with Soul Asylum's Dave Pirner,and actor Matt Damon. Ryder also told W Magazine Read more...

In 1993, Ryder became involved in the Polly Klaas kidnapping case. Klaas lived in Petaluma, the same town where Ryder grew up. Ryder offered a $200,000 reward for the 12-year-old kidnap victim's safe return. After the girl's death, Ryder starred in the 1994 film adaptation of Little Women by Louisa May Alcott and dedicated it to her memory. Little Women was one of Klaas's favorite novels.

During Read more...

On December 12, 2001, Ryder was arrested on shoplifting charges in Beverly Hills, California; she stood accused of stealing $5,500 worth of designer clothes and accessories at a Saks Fifth Avenue department store. Los Angeles District Attorney Stephen Cooley produced a team of eight prosecutors. Cooley filed four felony charges against her in what was described by British newspaper The Guardian Read more...