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Bill Plympton

Bill Plympton is an Acadamy Award-nominated animator and director whose work is known for being...somewhat unique. His films and shorts have featured everything from outlandish 1950s-style monsters to musicals about sexual fantasies to the truth about Santa's fascist past.

His animated films are:

The Tune (1992)
Mondo Plympton (1997 shorts compilation)
I Married a Strange Person! (1997)
Mutant Aliens (2001)
Hair High (2004)
Idiots and Angels (2008)

He also did the videos for "Don't Download This Song" and "TMZ", and there is currently a documentary being made about him.

Tropes present in his work include:

B-Movie- He likes to homage these
Bad Santa- Santa: The Fascist Years
Black Comedy
Couch Gag: Did one for The Simpsons, featuring the love between Homer and... his couch. It's surprisingly sad.
Deranged Animation
Film Noir
Heroic Dog- Well, a dog that wants to be one...
High School Dance- In Hair High
Naughty Nuns- In I Married a Strange Person
Our Angels Are Different
Seemingly Wholesome '50s Girl
Take That - One of the shorts Bill did was a scathing parody of abstract animation called Spiral. Was actually controversial within the independent animation community and angered many abstract animators. One of them, Steven Woloshen, did a film rebutting called, well, Rebuttal.