Lifespan: 1972-1990
Reminds us of: Tilda Swinton

In a time before MTV and celebrated androgyny, there was the greatest glam rocker of all time: David Bowie. Whatever character he portrayed—Ziggy Stardust, the Goblin King from Labyrinth or well, just himself—some version of a sky-high 'do has played a part. We can't let him escape the list, since some getups are truly terrible. But hey, the guy goes home to Iman every night. Maybe there's something to it?