Macaulay Culkin in Michael Jackson’s “Black or White”
Michael Jackson had some of the greatest music videos of all time, and that’s why he appears on this list twice. For “Black and White,” MJ enlisted Macaulay Culkin at the height of his career to be in the intro of the video as a little boy playing a rock song too loud in his bedroom. He got in trouble with his dad, so decided to get into some classic Macaulay Culkin mischief, blowing out the windows of his house with the music turned up even louder on huge speakers. He also lip-synced the rap portion of the song with the King of Pop. The actual emcee is credited as L.T.B., whoever that is.