I gotta be honest, I'm more enjoying the mama/papa dynamic than I am the boyfriend/girlfriend dynamic. Not to say the latter isn't enjoyable, but there's just something endearing about the former. Cute, adorable, and Emma is a sweetheart.
Why should he be sorry about acting that way to break up those 2 naggers? They were just bother to everyone.
"a man who's oblivious at crucial moments"
Author...this is YOU made him, if you don't like it then change it, you don't get to complain about things over which you have complete control, is like if I complained about cooking something I don't like for myself.
He was trying to be disliked by everyone, while also solving situations in a way that boost Akira's reputation (as for why, that was explained in th Novel and will be explained in manga down the line). So, because of his time spent with Charlotte, he started to change and when he saw her crying, instead of indirectly solving the problem, he did it himself.
As for his obliviousness... I can't explain it since it would have A LOT of spoilers