4. The Eyebrows
Madge went a little more glam at the 1987 premiere of Who’s That Girl?. You really have to hand it to her for having the courage not to feel like she had to pluck her brows out of existence, no?
5. “Express Yourself”
Ah, menswear! Madonna got her Marlene Dietrich on the in 1989 video for “Express Yourself”—which, by the way, was directed by future Fight Club, Se7en, and The Girl With the Dragon Tattoo director David Fincher.
6. The Cone Bra
This one is hands-down THE most iconic Madonna look. End of story. Jean Paul Gaultier designed this little number for the singer’s 1990/1991 Blonde Ambition tour—and the rest, as they say…
Up next: Marie Antoinette, Marilyn Monroe and more!