@Liquidxlax
Don't we all? He may end up impressing her but she seems a bit old to join the harem. I've seen a few people mention Chadruma, hope he shows up again, though they could be like me and also just hoping. Though yeah, like I said, it's pretty impressive the 'shitty' tutor actually knew what his students needed anyway, even if he didn't seem like he'd be great at giving it on. I have to assume him getting his sister to help must be planned by Kallego though.
Also, thanks for the recommendation. I have a particular soft spot for the yankee/delinquent girlfriend type stories (Tsujidou-san no Jun'Ai Road - Visual Novel, Onidere - Manga, etc.)
I'm looking forward to catching up to the raws where he gets his new uniform with the purple gloves and skeletal ribcage. The camo blue isn't as obnoxious as the default school uniform. He looks freaking awesome on the most recent cover, holding a sword and everything.