As a beauty pageant queen and the Kansas City Chiefs heiress, Gracie Hunt has the means and skill to pull off any style. However, she wasn't always so glam.
From Jennifer Lopez’s iconic sheer Versace dress in 2000 to Britney Spears’ angelic Y2K look that same year, here are all the most audacious ensembles to have ever graced the Grammys red carpet.