Sadly, lowering the times needed to unlock stories would require a complete revamp of each story and point system. However, I am working on changing the day and night cycle making it so you can do more each day. So you can do some parts twice which will let you speed along the story faster.
As for the other thing, does it mean you've already gone into the school, made it toward the class area, and then returned to the hallway? Because that's what starts the cutscene with Fiona.