Follow up, I went through every combination that I can think of but I am not unlocking the Ending 1 and Ending 9 achievements, any specific dialogue paths I need to take for these 2 endings? I have every other ending's achievements.
For ending 1, after Hanako loses her match, comfort her and tell her that she gives you purpose and that you love her
For ending 9, it's the same path as ending 10, except that you tell Tori that you don't have feelings for her and that you want to be friends