I've done some thinking about what we've seen so far, and I keep coming back to the idea that the MC is meeting with the psychologist, right? I assume it wasn't a "final session" or anything, but rather just the session before taking the job at the school. Rather than have the story proceed on a day-by-day basis, I think it might help if each new release was a week later, not counting side stories or specials. The new release could then have (begin with?) some part of a session with the doctor where the MC talks about the struggle he's having.
Even though I'm not sure this would make anything cohesive exactly, it at least could ameliorate things by helping players get into the MC's head more. One of the biggest problems I think I have with really getting into the game more is that reasons for things and interplay between events seems unclear, to say the least. But another huge difficulty for me is not really feeling like I can connect with the protagonist I'm playing. If the only motivation is sex drive, the MC is pretty flat and less relatable.
For instance, he may be struggling with hyperactive sexuality, but doesn't he ever worry that he'll be caught or that he'll cause serious damage by his actions? I don't understand what really happened in his past to the girl he believes he hurt, but wouldn't that somehow ripple out and at least steer him toward more caution if not hesitancy when considering involvement with other girls? Where is the internal struggle described in the opening of the game? I don't feel like we've seen that at all since then, just the enslavement to his fleshly appetites. That's fine, but it's not a very understandable character when that's the only thing driving him.