I know about the walkthrough, i followed it step by step, but I am Always short either one Pleasure or one Pain. What I don't know how to do what it says in the walkthrough is " Have her straddle the headmaster’s lap, and spank her while facing you." I can spank her, but she is not facing me. Is that maybe the issue?There is a quite detailed walkthrough available on a link on the first post of this thread. The writer has done a good job of writing it along with the use of quick links to aid navigation. I heartily recommend you try that.
As a slightly quicker response though depending on which encounter it is you are talking about you don't necessarily have to max up the stats to progress her level. If she is ready the elements that allow the level unlock come up in dialogue during the punishment.
Would really like some hints here, because it is really frustrating leaving it there for weeks now since I can't progress anymore...