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Hello! I've recently found the game and loved it loads, been absolutely binge-playing it.

However, I've hit a couple of snags. I've completed most of the paths so far, but I'm stuck at three of the core ones; 

Continuing Ms Pott's training, where I have to catch her punishing a student. I've been to her classroom every day of the week at both times of day, and nothing has ever come about from it. I've tried it with deliberately low discipline, I've tried it with high. Nothing.

Secondly, training Debbie. I've completed Sally's questline as far as it will let me so far, and I'm struggling to get Debbie ranked up to Lvl. 4. The character says I need to get her humiliation up, but I don't know how. It doesn't let me use the cane, I have no other tools or anything I can use to get her humiliation up to fill the bar. What do I do from here?

Finally, I'm not sure how to progress with Rachel's quest. She's now the PT, I've got the cat ears, but I can't get her to play ball. Any advice this time?

Thanks in advance to anyone who replies

(+1)

Sounds like you need to unlock the confiscate underwear rule at the school board.

Oh okay, thanks.

Is there a particular pre-requisite to make that a thing that can happen? When we have the board meeting, there's no option to confiscate underwear. Do I need to investigate all the girls and make sure they're wearing correct underwear?

Thanks again

(+1)

The rule will unlock once you get Debbie to level four and touch her after her punishment. If you didn't do this the first time around use the replay  mode to punish Debbie and pick that option at the end.