Master and Corrupt are the only categories that aren't self-explanatory, so classroom events probably only refers to Samantha and Allie right now and is the one feature at least I waited for a very long time.
Master is the main setting. Auto-sets other non-blocking categories (which can also be set individually), and applies to all general die rolls. This is the setting that most directly corresponds to the old GetLucky.
I considered putting classroom events under Class as well, but I thought people might want to separate performance from event success.
But what exactly is behind the Corrupt-Bathroom/Larson's Office? I guess high corruption values for certain characters trigger them?
This is correct. If you're suppressing Wild Oats, you will never see these.
Tutoring Billy(Tamara Thirst) and Tamara study flirt (Master), aren't they the same?
No. The first is when Billy goes to the library and requests to be tutored. If Tamara's Lust is high, she might override normal tutoring and sex Billy. The other one is when Billy tutors Tamara and has a chance to flirt with her at the end.
What do you mean by "meh" and "non-success"?
"Meh" means I don't care enough about it to bother changing the odds, and have to continue maintaining it in the future. "Non-success" means there isn't a success condition. The die roll just determines a random outcome. Mom Drunk Nympho's roll, for example, determines which of the seven scenes will play.
By "Sister TV (can't fail)" do you mean the Nympho Sis TV scene (because I don't see her mentioned in your list) or the normal one?
Normal. There is technically a die roll, but all results would be a success.
Are the money values for school jobs fixed?
They are stat and success level based.
I would like to have even more customization by creating more categories. The main feature I would add/change is a strict separation between school(-girls) and home(Mom/Sis)
I am not opposed to making more categories. I may separate Job performance out, for example. But on the other hand, I am not interested in making every die roll a separate setting either. The more settings there are, the harder they will be to maintain and the more confusing they will become to the users. So I probably won't be separating School and Home unless there is a particularly compelling reason to do so.