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How long in-game has it been since the shower scene? One of my old saves went down that route and I remember it being like a week or two in-game before it progressed beyond the shower scene. 

I'm assuming the hint is referring to the fact that you have to wait for the NPC to approach you and "order" you to do something embarrassing/exhibitionist. I haven't fully completed it so I have no idea where it "ends" but I've definitely gotten further than the shower scene.

As far as I can tell, you need to keep listening in on them, and then going to take a shower. That's when the roommate's partner will approach you.