For the Orpheus/Emperor decision to be truly reactive, instead of a "dialogue battle" dice roll, shouldn't the game actually track if you ever trusted him or not ?
There's so many things in the story you can do against his advisement and expressing your distrust especially for the completionist. Its a wonder he doesn't have a approval bar, each one should count.
Fall short, he has not reason to trust you. Where a more sane schemer would just let the absolute take you.