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how to get more then 50 discipline

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Advance to chapter 2. Locked at 50 until then.

How do I know when I'm at chapter 2? Every remaining quest requires me to complete the challenge that require more than 50 discipline

Chapter 2 starts when the headmaster passed the rule allowing him to spank the girls himself. Follow the main quests and Ruth's quest. Make sure you have read the notes in the recycle bin of the headmaster's computer.

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more than*