2009, Lady Gaga

When it comes to Lady Gaga, it’s almost impossible to find new words to describe her boundary-pushing fashion journey. Over the years, this fearless trailblazer has taken nearly every outlandish look you can imagine and turned it into a style sensation.

On that extraordinary night, Gaga graced the stage in a mesmerizing black lace dress designed by Jean Paul Gaultier, featuring a Dragon print silk underlay from Gaultier’s fall/winter collection. But that’s not all – to complete her jaw-dropping look, she added a daring neck brace and mask crafted by Keko Hainswheeler.