They Might Be Giants is one of my favorite bands ever, and a big part of that is their juxtaposition of humorous and sometimes nonsensical lyrics with really powerful, emotionally-charged music and subject matter. I'll post examples to highlight what I'm talking about later if I feel like it.
Ween
"Weird" Al Yankovic (listen to the originals, the parodies mostly have dated awfully)
The Magnetic Fields (at times, other times they're mind-numbingly sad)
Andrew Jackson Jihad (Interesting as they can be both funny and thoughtful at the same time to an extreme degree)
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