Vivian Ward, Pretty Woman
When we first see Vivian Ward—played by Julia Roberts—she's rocking a blond wig, miniskirt and knee-high boots. This Hollywood working girl dresses the part, but after falling for a wealthy businessman, she trades in her streetwalker wardrobe for cocktail attire.
This makeover includes an essential element—the musical montage. Set to Roy Orbison's "Pretty Woman," this classic scene shows Vivian twirling around in designer dresses and slinking into pricey pantyhose. By the time she leaves Rodeo Drive, she looks like a million bucks. Throw in a few etiquette classes and a string of pearls, and you've got yourself a fairy-tale ending.