This is annoying -_-. I feel like the author is trying to make this a funny thing but I always found these kinds of tropes really, really annoying. It makes it look as if the Mc were a masochist.
Why are you paying so much attention to Isabel? Wasn't the story #NO-HAREM? Well you know what you're doing. For me she continues to be an irritating character, perhaps over time I will change my opinion about her.
Didn’t he say that she has to join because of what she did in the Leadership class? I feel like it will now be that Isabella will always beat Vaan up and Orion will side with her.