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you have to overfill your diaper at work and then it will trigger the sissy route, but also I believe you have to raise your coworkers suspicions. If you need anymore help you should def join the discord :)

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I did, multiple times, gave me the information that usually goes the become a girl route (the steps to run back home) Didn't change anything except a few dialogue here and there. My co-workers suspicion is maxed.

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