If you're expecting linear growth in lewdness with each task, I think you're going to be disappointed. Narratively, I don't think it's necessary that each task one ups the previous task in terms of lewdness, instead I think it makes more sense if Aiden gives Sophia a bit of a breather on a couple of tasks. Logically this would make sense, after what he did with Task 3 it would make some sense to keep Task 4 a bit tame. If we measure lewdness on a scale of 1-10, and Task 3 was a 4, then I think it makes sense for Task 4 to be a 3.
As a player this sort of strategy may not be much fun to play, but I think it's a logical progression. I made a quick chart to illustrate how I see it playing out. Again, if we assume lewdness exists on a scale of 1-10, and that Task 12 will be the lewdest, I think we should expect some linear, and back, steps along the way. This could be justified in any number of ways, but the most obvious is the constraints imposed by the classroom. There's only so much that can happen in the classroom unless L&P wants the entire class to get in on the action. For the foreseeable future that doesn't seem to be in the cards. So the escalation in lewdness will be a little uneven, but it will still progress along a relatively linear trajectory.
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And that is the most math you ever hear me talk. I think it's important to remember that L&P's idea/framework for the game does not take into account the player's feelings or long development periods. Whatever framework/outline he has is designed to move the narrative along slowly and deliberately, even if that results in disappointment and frustration for players.