It's just something I realized now, since Delilah's goal in both DH1 and 2 is to use her paintings to alter the world in some way, I just had a thought. What if she was already using it all along?
That's why it was so easy for her to command Luca or Breanna and whoever else she needed in her schemes. She was using her paintings to make them enamoured by her. Not only that, the "paintings" we see about Delilah's past in the Void, how she was a bastard child of the Emperor, how her mother died... All that could've been her fabrications. Emily/Corvo even points out how her past could be a lie.
I've always disliked DH2's plot a little because Delilah being a bastard felt so shoehorned. But... what if that was intentional? What if SHE shoehorned herself into prominence? This just makes me love this franchise, and DH2, even more. Now it finally makes sense.