Clueless (1995). Precocious Beverly Hills princess, Cher Horowitz, sits down at her computer to select an outfit for school. Using a touch screen far too advanced for the era, she flicks through combinations of outrageous tops, skirts, pants and dresses until she settles on a hideous yellow tartan suit.
Instead of her trying it on, the suit moulds to her figure virtually using software that was beyond belief in the 90s. A screen shot of Cher in her underwear transforms into an image of her clothed. She nods, satisfied with how it looks, and skips off to find the suit from her closet. And there you have the birth of the virtual wardrobe.