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Bart Simpson
Ten-year-old hellio.n and scion of the Simpson family in the long, long, long, long running animated Fox sitcom The Simpsons. Bart has had several episodes of musical prominence:
1994
Bart also cut a novelty song (a parody of MC Hammer's "Can't Touch This," apparently produced by MC Hammer himself) when he was briefly popular as the "I didn't do it boy" when he appeared on The Krusty the Klown Show. That's the "Bart Gets Famous" episode (February 3, 1994). There's a quick shot of his album I Didn't Do It! Volume III, so he released at least three albums then.
2000
The "Bart to the Future" episode (3/19/2000) is set in a future where Lisa Simpson is president of the U.S., and Bart is a ne'er do well with the cover bar band Captain Bart and the Tequila Mockingbirds.
2001
Bart was also in short-lived boy band The Party Posse in the "New Kids on the Blecch" episode (25 Feb. 2001).
2006
In the "Jazzy and the Pussycats" episode (September 17, 2006), Bart is encouraged to play drums to channel his anger and keep him out of mischief. He excels and plays with his sister Lisa's group, and then is recruited by real local jazzbos Defonzo "Skinny" Palmer and Marcus "Marbles" Le Marquez to play with them.
A lot of other fake jazz musicians get quickly mentioned at a benefit concert introduction:
Krusty the Clown: Hey hey! We got more jazz superstars on the way, folks! Gooey Martin, Willie Mims, Dropjaws Turner, Sketch Friendly, Tootsie Childs, Sammy Biltmore, No Talent Jones, Anwar Benitez, Bossy Marmalade, Bad Check Mazursky, Ray-Ray Takamura, Shakey Premise, Bootsy Crouton, Richard Sakai, The Premarital Sextet, C.S.I. Miami, D.W. Jitters, The Chubb Group, Cantaloupe St. Pierre and many many more funny names.