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How do I voluntarily pee to complete the teacher's challenges? I've tried a bunch of buttons, but can't find the way to do it

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hit the bladder button near your maturity gauge when your bladder is full

Do you know how to get back into underwear? Everytime I try to change back for the club challenge it tells me that I need someone to help me with diapers.

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It depend of the area you're in. It shouldn't prevent you to do it in your house for example.

Unfortunately I'm having the same issue, but I can't take it off even in my own house. It just says that I need someone else to help me, no matter where I try it at. It unfortunately makes the ABDL club impossible for me to even get into, because I can't take the diaper off to do that step.

Oh! So, I don't know why this didn't work the first time I tried it, but the issue fixed itself when I closed and reopened the game. It only worked the second time i did that though, as it didn't work before.

I'll go take a look. Maybe a case of level data not keeping up to date. You did right, as an hard reload of the game will fix most of theses issues.