Interesting topic.
I think Homer would watch Space Chimps, seeing as he went to the drive-in once to see "Hail to the Chimp"
Jimmy Neutron might watch Dexter's Lab, considering his technology seems to be a little junky, made from parts from household items such as toasters and TVs, whereas Dexter's is more clean, efficent and professional-looking.
Bart Simpson would love shows like Punk'd, becuase he loves to trick people, and Celebrity Deathmatch, becuase he loves things that are violent.
Timmy Turner likes superheroes like Crash Nebula and Crimson Chin, so I have a feeling he'd like a comic-book based cartoon, probably Batman: the Animated Series
Teen Titans Robin is always training and trying to be a better leader/crimefighter, and given he eventually becomes a brooding 'dark' hero called Nightwing, I think Samurai Jack is a show he would like.