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I'm trying to do the preservation II task, but my progression seems to have somehow locked priscilla into never being uptown at night. Is this something I can fix or does priscilla just eventually stop going there?

Same here, I couldn't get to have sex with Priscilla because she was at the bandit's place the entire time.

Certain requests and events can no longer be completed after Priscilla moves to the bandit camp, including her romance path (for now at least). I will try to fix the journal so that the affected requests are properly canceled when this happens.

I may make a secondary path for Priscilla’s romance after she moves to the bandit camp, but it’s not a priority right now, as I’m focused on adding the remaining romance paths for now.