I think the best hack is to not try and be so precise about clipping your actors, but to just re-draw the background on top the actors (and to clip that).
Specifically:
- draw the whole background
- draw your actors/sprites
- draw the background with one cliprect for one part that "shows through"
- draw the background with another cliprect for the other part that "shows through"
- draw the dotted boxes around your cliprect areas
Great image, by the way. Easily worth 1000 words. :)