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Of that age of edgy adult cartoons: Moral Orel / ugly Americans; also BALLMASTRZ:9009 is by the same guys I think; or it has a very similar vibe.
Moral Orel is so good. That and Xavier: Renegade Angel were my favorites from that time period.
Orel’s dad is dracula in his study
Space Dandy is the first thing to come to my mind.
Pickles the dog
Edit: Mr Pickles is the name. Thank you for the correction.
Mr Pickles?
That’s it
