Don't have sex with Ann between Monday and Wednesday. Yoga and massage does not count. TV, shower, kitchen and bedroom - don't do it. Then Max will have to enter Ann's room at 23:00 and start new lesson. You also have unfinished talk/non-repeating event with Alice next to TV
Did your Max ask Lisa for something in order to help her with homework? Trying to figure how you went this far without coffee shop and Olivia.
EDIT: Found stop in coffee/school stuff.
Punish Lisa in private several times. You are too kind to her and not making mistakes in her homework. Punishments at 21:00 or 23:00 if you hit adhoc sex at 21:00. Mistakes at 23:00 or 17:00 on Saturday.
And Max will have to have sex with Ann next to TV after Wednesday to meet somebody there. Regular TV watching sex and not want to have to some fun sex.
Low relationship with Lisa might be affecting your persuation chances. Normally I don't have problem convincing her even with much lower persuade skill.
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Thank you for your advice! The lesson with Lisa and Mom worked on Wednesday! Now I think what to do next)))