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Gumby and Davey and Goliath come to mind.

Not of that era, but Moral Orel is a modern (2005-2008) parody of Davey and Goliath (not sure parody is the right word, Moral Orel is kind of its own thing, but apes the style of Davey and Goliath.)

Moral Orel is part homage and part satire of Davey and Goliath, but also more than that. It's hilarious, disturbing, and poignant, all at once. Case in point, the "I'm a church" scene:

https://www.youtube.com/watch?v=AyNJ03l82sw

If you're an Aimee Mann fan, you might enjoy this Moral Orel mashup:

https://www.youtube.com/watch?v=OokJP_c2cCw

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