22. Kanye with the shutter shades in "Stronger."
Kanye West was shopping for wardrobe for his $1.2 million "Stronger" video, when he made this last-minute purchase that would cement his pop culture influence for the rest of time. The glasses, sometimes called "Venetian Blinders," aren't particularly functional, but they were massively popular, copied, and re-produced cheaply worldwide. The glasses were so pervasive that people still use their likeness as representative of 'Ye, and he hasn't worn those things in years.