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in that case it could be a bug? Have you tried completing starting over with new save slots? If so it’s probably a bug since over filling at work is what’s supposed to trigger it. 

Does the Boss's suspicion have to be maxed? If so, she's the only one if not than a likely glitch

Yeah. If you max out the boss's suspicion twice and wear a pink diaper diaper then you'll get them started.

how do you max her suspicion, it doesn't go up no matter what I do?

actually nvm got it to work