Ra88
Super Freak
As far as recent cartoons go, Courage the Cowardly Dog could get pretty damn creepy at times as well. I'd link an episode, but CN had it all pulled from Youtube.
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The last video posted simply has to be a fake. I mean that is terrorizing to ANY age. Why the chipmunk voice? Those freaking puppets are uncanny valley disturbing in the face. There's a reason muppets and sesame street are made of felt - so they don't really look alive because that's just disturbing.
Clarabell the silent clown from Howdy Doody is probably responsible in whole for the entire disorder known as Coulrophobia.
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