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I'm stuck with the 2nd time you come to the church and new to gather evidence. When the Mother Superior is there. I gather up clues to bring up in conversation, but the cast never address the clues I bring up. Why don't the talk option show up?

I'm having the same problem. Have you figured it out yet?

naw I quit the game, I don't like how cruel the MC is to women all the time

yeah, I just got to a really big scene with Catherine and it was hard to play through

the lady in the bar he humiliate s in the bathrooms, the scarred for life nun and the sex addict nun, he just kinda an asshole to anyone but his sister

Very late answer, but if you're still interested in that: 

You need to gather all 12 clues, and then the option to take them to the interrogation room will appear when you talk to them. It's there that you'll make use of all the clues acquired. 

Also totally agree on the MC's disposition to mean behaviour. Most of it is optional  (like, you don't really have to blackmail the nuns, for instance), but there's a lot of content that is gated behind being a bordeline rapist, unfortunately.

But I just love everything else way too much to drop it, haha.