9. Pretty Woman (1990)

Pretty Woman famously chronicles Julia Roberts’ character’s transformation through fashion, moving from streetwear to sophisticated, elegant ensembles. The film’s most iconic moment—the stunning red gown worn at the opera—has become a symbol of cinematic glamour and the transformative power of style. This visual evolution not only heightened the storytelling but also cemented the role of fashion in character development. As explored by InStyle, the red dress’ legacy endures, inspiring designers and appearing in countless fashion retrospectives and modern collections.