Now here is where the pickguard didn't have a tab / ear, was still strong, and tilted the screw until it dug out the screw hole in it's tilt. The tilting of the screws and elongating of the screw holes was a very slow affair, even slower than a tree's roots can dig through cracks in rocks and expand and even further break rocks by the cumulative pressure put upon it over time.
I will fill in the enlongated holes with round toothpicks glued into the holes and filled with special glue. A new hole with a correct / matching tilt will be drilled since there is usually not enough wood meat to drill new perpindicular screw holes, as will be seen further below.
Here you can see the tilt of a Silhouette's screw holes determined by putting toothpicks into the holes to reveal the unstressed tilt of the holes: