Julia Roberts - Most Stylish Movie Moments

Julia Roberts has had many memorable on-screen style moments -- her street-to-chic transformation in "Pretty Woman" is just the beginning. Take a look back at some of the movie roles you may have forgotten about and see how the megastar transformed her style from character to character.

Everett Collection

"Mystic Pizza" - 1988
Serving pizza isn't exactly a glamorous job, but somebody has to do it. A young (brunette!) Julia Roberts in her first big role.

Retna

"Steel Magnolias" 1989
Playing a Southern belle was a no-brainer for Georgia-born Roberts, who managed to charm audiences in this tear-jerking role.

Everett Collection

"Pretty Woman" 1990
While this eye-popping working girl outfit put Roberts on the radar, the rest of the film had plenty of perfectly respectable looks in store, from red-hot '80s cocktail dresses to strong-shouldered blazers.

Touchstone Pictures, ZUMA Press

"The Pelican Brief" 1993
The '90s made its mark all over this movie, from Roberts' character's high-waisted skirt to her jean jacket.Taking a look back at fashion from decades past is less cringe-worthy for Julia, who always seems to look fabulous.

Everett Collection

"My Best Friend's Wedding" 1997
As one of Hollywood's biggest stars, it's hard to believe Julia would play a woman with guy trouble. That is, unless the other woman is rising star Cameron Diaz. Julia quickly ditches the frumpy suit for more aggressive fashion in order to catch the eye of her engaged love interest.

Everett Collection

"Stepmom" 1998
We all had come to love Roberts for embracing her curly locks, and then the star shocked fans with her smooth, blonde blowout in this '98 film.

Retna

"Erin Brockovich" 2000
We can't think of many characters that might be more fun to style than sexy, spunky legal assistant Erin Brockovich. From super-short skirts to low-cut button-downs, Robert's portrayed a woman of substance while simultaneously showing how not to dress at work.

Everett Collection

"Oceans Eleven" 2001
With Brad Pitt, George Clooney, and Matt Damon hanging around set, only a female lead with major on-screen presence could hold court. Julia was the picture of Vegas glam with her impeccable updos and classy (yet flashy!) outfits.

Everett Collection

"The Mexican" 2001
Playing Brad Pitt's girlfriend isn't just a great role--it's an honor. Julia dressed down for this film to portray a young couple with an elaborate scheme.

Everett Collection