The 16 Most Daring Grammy Looks Of All Time

Jennifer Lopez's Down-to-There Versace, 2000

Arguably the most iconic Grammys look of all time, this ultra-plunging tropical print gown made Versace a household name and rocketed J.Lo into the style star stratosphere. It's been 14 years, and we're still talking about this one.


Subscribe to Lucky

Senior Digital Editor

The 56th Grammy Awards will air on Sunday night, and we can't wait to see what sort of kooky, colorful looks hit the red carpet this year. This particular awards show has a history of bringing out the music world's craziest characters—and last year, for the first time ever, CBS cracked down on Grammy dressing regulations by requesting that stars avoid overly revealing outfits. We're pretty sure the 16 looks in the gallery above had a little something to do with that particular mandate. Click through above to check out the most daring, revealing and just plain out there looks in the history of the Grammy Awards!

Counting Down Eva Chen's Top Three Moments From Paris Couture Week

From our partners: