Mark Steyn has written a great article on the difficulty of musical parody. It starts out as a review of 'The Simpsons Movie', but he goes on to laud past brilliant musical parodies from the TV show. These are from the first seasons, of course: Bleeding Gums Murphy's rendition of the Star-Spangled Banner at the baseball game, and Tony Bennett's song about Capital City. Later years got carried away with the musical jokes, and they just became filler, but some of these early ones were really good. As Steyn says, you really have to KNOW the style and feeling of those songs in order to parody them.
As I'm an SCTV fan, I thought I'd post what in my opinion is the most brilliant rendition of the Star-Spangled Banner ever: Rick Moranis as Mel Torme.
I'm a married lady with 3 kids - Emma, Thomas and James - all at different spots on the autism spectrum. In my spare time I translate and create English subtitles for obscure French movies. I also bake, garden and build computers.