Angus McSix (formerly Angus McFife of Gloryhammer) is a hoot.
They’ve already been mentioned, but The Dead Milkmen are exactly what you’re looking for.
Barenaked ladies
And their predecessors, They Might Be Giants.
Strapping Young Lad / anything Devin Townsend
Zimmer’s Hole
Dethklok
Mindless Self Indulgence
Punky Bruster’s Cooked On Phonics
Das Racist
DANGERDOOM
Handsome Boy Modeling School
The Lonely Island
MC Paul Barman
Big Dumb Face
Mr. Bungle
Lovage
Man… Or Astro Man?
Electric Six
Ween
Dead Kennedys / anything Jello Biafra
Mean Jeans
Flight of the Conchords
Presidents of the United States of America
Reverend Horton Heat
The Unicorns
EDIT: The Chats
EDIT 2: Atom and His Package
EDIT 4: Voodoo Glow Skulls
Richard Cheese & Lounge Against the Machine
Chromeo
Only Some Funny Songs:
Mountain Goats
Tom Waits
EDIT 3: Beck
EDIT 5: Flaming Lips
A League of Their Own:
GWAR
Most Importantly:
Weird Al Yankovic, because he fucking rocks god damn it. ___
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I’d say Dethklok is silly really only in their first album. They start getting a bit more serious after the show really kicks off.
Mountain Goats
The Best Ever Death Metal Band in Denton is a certified banger despite being one of their sillier songs.
I can never decide if this song is silly or incredibly touching and sad or all of them at the same time.
When you punish a person for dreaming his dream / don’t expect him to thank or forgive you
I’m at the Pizza Hut
I’m at the Taco Bell
I’m at the combination Pizza Hut and Taco Bell
Going damn far into this thread without seeing The Vandals
Does music that is unintentionally funny count? Like how you laugh at a bad B-movie?
Because if so…
Rod Stewart.
Them being ska punk makes it an easy pick, but Russkaja has great covers and original songs.
They Might Be Giants?
System of a Down - Cigaro
Ween.
They’ll be goofy and silly and then drop the greatest western song put to verse that you’ve ever heard.
Devo
Super Furry Animals
Weird Al
Frank Zappa
Red Fang have some hilarious videos.
Andrew WK
Until you listen harder.
I don’t know if its ‘silly’ but Health runs a phone number, a discord, and subjects Johnny to a bunch of miserable shit for laughs I guess.
Alestorm.
Adam and the ants
Reel big fish
The dead milkmen
Talking heads
Devo
