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David M. Madonna's love for bustiers began to bubble up as she performed in Chicago during the "Who's That Girl" world tour.
Madonna's Most Iconic Looks Throughout The Years
Boy George Costumes. Though she's a mother of four, Madonna proved she hadn't lost her edge when she turned up to the Fashion Delivers Gala in New York wearing a pair of over-the-knee Stella McCartney PVC boots and a silver crocheted tunic.
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40 Times Madonna Shocked Us All With Her Outfit
Backstage at the MTV European Music Awards, Madonna continues to pay homage to the '70s in this gold and burnt-umber-colored velvet gown.
Time Life Pictures Getty Images. That infamous gold "Vogue" outfit with the pointed cones and the "Like A Virgin" wedding dress are just two outfits that spring to mind, but, of course, Madge was creating a new look on a regular basis.
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Description: Giving part I Dream of Jeanie and part Barbie vibes, one of her 'Blond Ambition' tour looks featured pink fur trim and bedazzled money signs.