Hum, a less submissive Claudia? Could be interesting. My main drive is to unlock as much of every content as possible without opting out of a single arc. If it's a matter of choosing a flavour over another, that's fine.
I've had a lot of fun recently with games that strike a particular balance between options and story direction. In essence, where there isn't actual branching, but every scene lets you choose how it develops, with no lasting consequence (other than the possibility of extra dialogue throughout the game, depending on what you've picked in the past). The merit of this is that instead of raising the stakes in player choices, like certain choices being critical to opening or closing paths in the game, there's a stronger main thread and/or character story and users can "comfortably" flavour the story according to their preferences. Want pegging now? Fine. Don't want it later? Also fine. In a way you already have it set up like this, at least partially. You usually need to pick a certain choice to open a path, like pegging with Luna for example. But thereafter, you're usually given the choice of whether to take it or not. I think the headmistress pegging path is more rigid, am I wrong? It makes sense with her character, but I still think it wouldn't be out of order for Danzig to be able to regularly turn the tables on her, and enjoy BOTH the pegging and the dicking her down. Same with Tina (already mentioned that), it wouldn't break "immersion" if the player could opt for BOTH her cheating content and regular sex. (to me, the strong note is that she wrestled her freedom out of Danzig's control, doesn't have to stop being his gf, actually sexier if she remains intimate with him rather than locking him out (of her pussy), but still cheats on him regularly to keep him reminded she's not like his nieces and other adoring fan girls).
Bottom line, I like your game because it's long and full of different kinks, and am not worried about replayability. Others might feel differently, this may be just how I got used to open world games where you can freely be both hero and villain if you want. I'm used to chaotic characters, and to pursuing as much as possible of everything with each character