10 Pop Stars Who Cleaned Up on Grammy Night

The Grammys are the most fun awards ceremony because you can win, um, so many of them. U2 has 22. Kanye West has 21. Katharine Hepburn only won four Oscars, and that's considered miraculous. Bring on the hardware, Grammy committee!

Consequently, it's possible to win a bunch of Grammys in a single night. Today we honor the pop stars who defied the odds and netted five or more trophies in one evening. Roger Miller was the first to achieve the feat in 1966, but we've had a bunch of Grammy windfalls since then. Here are 10 folks who cleaned up at a single Grammy ceremony. 

×