Winona Ryder: Style Icon (1991)
Ryder was the ultimate '90s "It" Girl. In the early part of the decade, she scored a number of roles in cult-classic films, including Edward Scissorhands and Reality Bites, and her tomboyish style quickly caught the public's attention. Her raven pixie cut and all-black red-carpet ensembles became her signatures. Plus, it didn't hurt that she had Johnny Depp on her arm for a number of years. Say it with us: Winona forever.