Had we known the other characters would be so well-liked, we would have written the script to include their routes as well, but since that’s no longer possible, we will use the hinted in-game AU setting to make a spin-off. The pre-isekai MC will be the same, but she will embody a different character once she is transferred into the ‘novel’ but that’s all we can say right now.
We will not be making a guide in-game for non-ending related things as they are dependent on 3 things only: MC’s personality picked during the carriage ride, hobby, and whether you’re on the romantic or platonic route. That said, for the scenes you are describing:
To unlock helping Cassandra instead of just following Roy, you need to have handicrafts as a hobby.
To unlocking asking Roy after Duke wakes up, you need to have botany as a hobby.
Both cannot be unlocked at the same time.
Thank you for your comments 😄!!!