I think Will has a chance, Kazuma has some pretty BS powers of his own. I mean, especially if he has the Substitute Stone! I mean, he's beaten up Amon who uses lightsabers and orbiting satellite lasers, so...
MylifewithSega is pretty boned like you said, you'll end up dying of laughter. ;D
Crackdude, Axel can just spam GRAND UPPER, what's Sonic gonna do against that? Pro points for doing the backwards GRAND UPPER.
Max: I like that matchup, seems pretty fitting