Eminem and Elton John perform at the 43rd annual Grammy Awards, on Jan. 27, 2001 in Los Angeles.
Dave Hogan—Getty Images
By Raisa Bruner
February 10, 2017

The Grammys, as the Recording Academy likes to remind us, are “music’s biggest night.” They’re also an unparalleled opportunity for a varied group of artists across genres—from country to soul to rap—to convene under one roof for an evening. With so much distinctive talent in one place, it’s become a tradition for the show’s producers to dream up the most unexpected medleys and mashups.

Sometimes, these collaborations are a thrill to watch. Other times, they leave viewers scratching their heads. In preparation for Sunday night’s ceremony, here’s a roundup of 10 of the most memorable, from Eminem and Elton John’s seminal duet to that time Gwyneth Paltrow joined CeeLo Green onstage, accompanied by a gaggle of Muppets.

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