Do you know a series called Samurai Champloo or something like that? It's by the same people as Cowboy Bebop, and apparently it's almost as good. I don't know a thing about it, but the first eps just came out here so I may give it a try.
As for Cowboy Bebop, it's completely unfamiliar to me as well. However, what you just said about it makes it sound a lot more interesting than I thought.
I wish I could say something about MAD, but I think it was cancelled in my country. Sucks.