Grease Pencil Strokes & Compound Paths

Greetings,

I’m trying to draw some cartoon letters and letters such as, R,O, P, etc. that have ‘holes’ in them. When I try to draw a letter such R using a material with black stroke and white fill it covers over the ‘hole’ part of the R. Is there anyway to fix this? In Adobe Illustrator compound paths allow for this. I’ve considered converting the grease pencil stroke to bezier curve, but this seems too complicated.

Your question seems a little strange since you can draw with Stroke only and not fill. Does my example make sense? The letters are duplicated (Shift-d in Edit mode) to a new layer, assigned to a material with fill only and both layers (Mask and original) are inverted masks to each other. You can duplicate and use as mask (in the above manner) any part of the letters (e.g. the holes only). You can check each layer’s original status with no masks by toggling the other one’s visibility.
Rop_Mask.blend (1.1 MB)