StyleWatch SpecialMadonna: 50 Looks We Can't Forget
As the Material Girl celebrates a half-century, trace her every fashion reinvention. By Aaron Parsley and Cara Lynn Shultz
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NEW EXPRESSION
As the '80s drew to a close, Madonna – fresh from filing for divorce from Sean Penn – ditched her feminine style and debuted a bold, androgynous look. Standing tall in menswear and brandishing a monocle, the singer flexed her muscles (literally), flashed her bra and seduced a sweaty factory worker in the epic video for "Express Yourself."
