40 Times Madonna Shocked Us All With Her Outfit

For her first award show performance at the MTV VMA's, Madonna left a lasting impression with her white sheer "Like a Virgin" look. Complete with the now iconic "Boy Toy" belt, lace gloves, and cross necklaces, it kicked off her natch for creating buzzy looks.

Ushering in a new decade of "more is more" attitude, she helped the excessive bracelets and legging layering trends thrive.

During one of her first-ever concerts at Madison Square Garden, Madonna wore a sheer lace bra and matching leggings with a bundle of cross necklaces—a risk-taking look at the time.

Wearing a cross-embellished white crop top and matching cross jewelry during a performance.

In one of her more rarely-seen performance looks of the '80s, Madonna wore a red dress and hat adorned with hundreds of tiny items from dolls to plastic grapes and buttons.

On her 'Who's That Girl?' tour in gold and black nipple tassels by Jean Paul Gaultier.

In her controversial "Like A Prayer" music video, Madonna danced around burning crosses wearing a cross necklace and black lacy slip dress.

On her "Blonde Ambition" tour, Madonna unveiled the now iconic cone bra by Jean Paul Gaultier, instantly shocking everyone.

On the "Blonde Ambition" tour in a beaded bra and headpiece.

The Queen of Pop performed her hit "Vogue" at the 1990 MTV Awards dressed as Marie Antoinette. Keeping her performance anything but reserved, she made sure to flash her garter belts to the audience throughout the performance.

In a fur-trimmed corset dress on her "Blonde Ambition" tour.

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.

For her Cannes Film Festival debut, Madonna walked all the way to the top of the red carpet stairs in a massive pink satin jacket which she then ripped off to unveil a cone bra and underwear. Iconic.

In a colorful sequin and jewel-encrusted bodysuit—sans pants—and a silk black robe with Alek Keshishian, the director of her Truth or Dare documentary.

She turned heads while channeling Marilyn Monroe in a glam look at the 1991 Oscars with Michael Jackson in tow.

For another outing with the King of Pop, Madonna stepped out in a black sheer naked dress and over-the-knee stockings.

For the release of her controversial book, SEX, Madonna went full-on milkmaid and carried a stuffed animal lamb, as one does.

In a beaded bra, shorts, and fishnets while performing at Madison Square Garden.

Making a runway appearance for Jean Paul Gaultier, Madonna hit the catwalk in a sheer, gold embellished gown while pushing a baby carriage.

The Queen of Pop wore a blue belly shirt and maxi skirt for a Los Angeles premire.