You know, this might be a little off-topic at the moment since we're talking about Cait but there's something that's bothering me - like a sort of nagging at the back of my head. Do you think The Observer is ever going to get triggered over the idea of people intentionally keeping Kiyoko and your children in the amber orb in order to avoid all the potential drama that's involved with letting them out. (If I remember correctly, Kiyoko and the children turn against you during one of the festivals that the fox den holds in order to fit in with all their clan-mates, and Kinu starts to think that you're a terrible father somewhere down the line.)
So, in order to punish people for keeping Kiyoko in the orb he might create a sort of system where if you have cleared the initial kitsune den quest and have collected the amber orb you'll get a dream from Keros warning you that you only have 50 days to come to him and release Kiyoko from the orb or "something bad" will happen to you. Should you ignore this warning, once the 50 days are up you'll get a bad ending where Kiyoko and all the children you've had together are freed from the orb, but in return you're trapped inside of it for all eternity. I'm sure The Observer could mine quite a lot of salt by doing something devious like this.
This wouldn't affect people who have had Kiyoko in the orb for hundreds of days, since you need to have the warning dream from Keros in order to start the timer but once you've had that dream you'll only have said 50 days in order to let Kiyoko and everyone else out. I hope I'm not giving The Observer any ideas with this premonition of mine but it's just a bad feeling I've been having for a while.