There will come a day that MC will man up and catch her off-guard but that day is not now... i'm guessing in two years or so, Once the artist gets tired of the same joke each chapter.
Main character is not so smart. There's a girl who he gets along with as a friend, who is attractive, who is into him, and he goes for a girl who barely knows him and really isn't interested. I mean come on.
You could replace all the words in this manga with different versions of "Bro" and it would still make sense (Bro!, Bro?, Broooo, Bro, BrooOOOooo, etc).
In all seriousness, what is with the trend of aggressive female character probably inflicting what would be horrible bullying/abuse on weak-ass men? Although, I guess it isn't that new. I mean I guess it has been the main schtick of the Seo x Wakamatsu from Monthly Girls' Nozaki-kun for a long while. Although, the women seem to be getting more aggressive and the men weaker.