In addition to the members of his own family, Michael Jackson collaborated with a number of top performers like Paul McCartney and the cast of "We Are the World". But one of his better (and stranger) guest spots was on the hit single "Somebody's Watching Me" by Rockwell (currently heard in remix form on those Geico commercials).
Rockwell was born Kennedy Gordy, the son of Motown founder Berry Gordy. Though he was signed to his father's label, he supposedly managed to secure a deal without Berry's knowledge.
Jackson (who was a childhood friend of Rockwell's) sang the hook for "Somebody's Watching Me" but doesn't appear in the video. That clip, however, is legendarily strange. It features a paranoid Rockwell wandering through his house, hallucinating animals, watching footage of his own kidnapping and, uh, taking a shower.
Rockwell never had another hit, but his surreal video — and his even stranger accent — is forever.