Yeah. the game will about simulation, management, student life sim. Let say the main character will have to go school morning but later he can skip classes after he ranked up his teacher relationship, or he can't go out at night early game but later he can when his relationship with mom is ranked up,... These are some of my concepts for "the true student" setting. I have never seen a game doing a similar thing like that in a porn game. that's why I doubt it is fun or not. I think it becomes tedious or rewarding is a really good point to decide.
I'm all for this kind of game as long as its tags are in my wheelhouse.
That said, you could cheat the perspective of the player by altering the grind. Force the passage of time, maybe add a dialogue and black screen, informing the player the character is studying, at school, or it's bedtime or something. Create skills to boost success rates of class/study. Tie skill increases to events/storylines. Such as a focus skill that is raised through a storyline with a yoga instructor. As the game opens up, allow the player a choice between study or exploring.
By doing it this way, you can maintain the player's control over their life via menus that work automatically rather than forcing the player to click the same thing repeatedly, helping to remove some of that tedious feeling, while also allowing you to experiment with a new setting/gameplay mechanics. While it will not completely remove the tedious nature of the game, you could incorporate some random events and such to break up any monotonous gameplay where the player is forced to wait for a certain class grade to increase, or while they grind out a character's relationship level.