If he plays anything like I do? by trying to play it the wrong game I feel sorry for him haha. I tend to try play NG like DMC.
My best friend refuses to use the block button in pretty much any game odd considering he's a VERY smart gamer, at least compared to me that is. usually great with strategy and RPG builds
Are you guys going to compete in tournaments together? Like a a brother showdown like SonicFox and Kwiggles? That would be epic
He needs some motivation ... TRASH TALK! That'll get him motivated. Make him main Hayate so you guys can be a male Ninja tag team XD
He mains Ein (and Kokoro), which works better for me since Ryu and Ein have full tag animations whereas Ryu/Hayate do not.