Ok, I think I got you now. You mean when the mesh has sharp edges, the outline does not follow the vertices (and makes a cut on the edges), yes?
This is a known issue with the outline that has been discussed here (among others)
You can quite easily solve it if you have a volume (like i.e. a cube), but the fix doesn’t work on a plane.
May be lower in the thread or in another/newer thread somebody has a solution for it.
Basically, the bug occurs when you don’t have soft edges.
I hope this helps and answers your question.
Meanwhile, have a great day 