[post_page_title]#21: Madonna and Michael Jackson[/post_page_title]
This could have been the greatest love affair of all time between the King and Queen of Pop, but it was actually only one date. Madonna and Michael Jackson showed up to the 1991 Oscars together, though they were not spotted out again after that. She did, however, admit to James Cordon in a 2016 Carpool Karaoke episode that she and MJ shared a kiss, so we can rest easy knowing that these two music icons were more than friends for at least a few minutes, maybe more.
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