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I never get asked the free use question and the end of act seven. Is there something specific that prevents that from triggering?

(+1)

As long as Sparkle is the looter she should be asked about free use (or the decision is made by Roopah). If you want to contact me with more details or send me your save file I will look into it. There is also the wiki to check which I am trying (but failing a bit) to keep updated: https://dizzy.works/healslut/wiki/index.php/Main_Page