While Angelina Jolie scored various relatively minor roles during the early '90s, many fans first fell in love with her when she popped up to play Kate Libby, a cyber-savvy and style-savvy NYC high school student, in 1995's Hackers (alongside Jonny Lee Miller). In fact, the movie made her an "accidental style icon," according to Garage. "When it came to Kate's style, costume designer Roger K. Burton ... describes wanting Jolie to look like an 'androgynous tomboy, kinda tough but chic.'" That resulted in "vintage fencing outfits, Quiksilver surf tops, 1970s racing jackets, old Vivienne Westwood pieces ..., and even a New Jersey Devils hockey jersey." Of course, there was also her on-point "signature pixie cut" and "the silver armor ring by Chicago-based brand Marché Noir, which was so prominent in the movie that it could have been a member of the Hackers gang itself."
Soon after, Jolie "gave a star-making performance in the 1998 television film Gia, based on the short, tragic life of model Gia Marie Carangi, for which she won a best actress Golden Globe," Biography noted. For the film, the actor traded in her cyberpunk style for a mix of super glam and leather.
By 1999, Jolie co-starred in Girl, Interrupted "as the rebellious member of a group of institutionalized teenagers," which saw her earn an Oscar and show up to the ceremony looking like a stunning Morticia Addams. But the changes didn't stop there.
