I did love Cher from Clueless. She had a great '90s wardrobe. The pleated skirts and the little knee-high socks and the whole school-girl thing.
Pictures artists staged their own images or copied or cut out others already in existence. The viewer took them in separately, in sometimes paradoxical waves: an original image, then the manipulations of it, then the places where image and idea intersected. This created a crucial perceptual glitch that irony and understanding filled.