I think you need to talk to Anabel in each of those locations and choose the option to Raise study. I would avoid raising her Depravity level, although I'm not sure it matters.
Let time go by overnight, you should get a new task in the morning.
You can only raise study once in each location. Once you've done it everywhere, visit Anabel at 14:15 in class - she'll be hanging around after class talking with the teacher.
That same event had already occured to me with her first time, it hasnt changed
Have you started talking with the redhead yet? Whisper to her between classes and get her to talk to Anabel.
After you suggest that she try something new, I think you also have to visit her after school while she's on her laptop at home. She'll go on PornTube and watch threesome videos. Then watch the map at 21:00 for an event at her house.
It may be related to file execute permissions. See if this
Redhead is nowhere to be found in between classes. Also, I can't whisper to people other than Anabel so I'm not sure I will have the option if I find her (I can't whisper anything to her during classes).
Ah, if you can't talk to others, then you need to learn new skills. Visit your office. There should be a stack of papers on the left side of the desk. Sort Souls and you'll level up. Once you level up, you'll learn how to whisper to other people.
Sex at school is a two step process. Between classes, when Anabel is standing by the window, talk to the two guys near her. Tell them to make a move. Then, visit the school again on the next break between classes and look for Anabel in the bathroom.
