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Homer Simpson
From the animated TV series The Simpsons (04/27/03). In the "Dude, Where's My Ranch?" episode, guest star David Byrne just happens to pass by and hear Homer's anti-Flanders song, which he then records and produces as a duet with Homer, and turns into a hit. It's so big a hit, the Simpsons go to a dude ranch just to get the hell away from it. Lisa develops a crush on one of the cowboys there. When they come back home, The Moe Syzlak Connection (really just Moe the bartender) has a hit—a parody version of the Andrea True Connection's "More, More, More."
Homer was previously a member of bands The Be Sharps and Sadgasm, as well as manager of country star Lurleen Lumpkin and his own preteen daughter Lisa Simpson when she appeared on the Krusty the Klown Li'l Starmaker Competition television series.