I'm glad he put thought into his relationship, but MC is a bit stupid. Kurumi just told him how much sex she wants with him that she felt she was a weird one because MC doesn't seek her as often as she wants. If she was doing it only for obligation, she wouldn't say that, and may avoid sex as much as possible. Still, he'll try to explore their sexuality, so it's a good thing, regardless how weird he got to this conclusion.
Major L for hiding the milking incident but it's gonna be used as drama in future chapter surely. Just imagine Kurumi doing something similar to a man, and hide it from you, it sure is going to be unpleasant to learn she tried to hide it, and it's breach of trust, if she hide this, what else she could have hidden? Tsk tsk