[X] Aia will understand whether someone plans to break her trust.
So Aia is to the point were bandits are no threat with stealth and barely one without.
Sheogorath got annoyed we couldn't use the Wabbajack.
I think it's time to try to progress the plot a little.
[X] Go explore Bleak Falls Barrow, you should be able to learn the path leading to it from people in Riverwood, inside the ruin when you find a dark elf in spider's web kill him and take the golden claw, once you reach the puzzle door the solution is on the claw, don't forget to take the stone on the Draugr.
That way if she manage to obtain the Dragon Stone we will know how quest items interact with the loop, if she keep it it's nice, if she doesn't she know how to get it and the action to progress the plot up to before killing the first dragon would be something like "Go get the Stone from the burial chamber in Bleak Falls Barrow and bring it to the Jarl of Whiterun's Court Wizard".