So, everything east of the Misty Mountains is done. Outlined the rest of the mountains, hills, and rivers. Still have to do the detail layer on half the mountains, but I've been a bit busy.
I scaled the map up slightly larger to max resolution, to have more space in some areas. I've also been having to go back and fix a bunch of things that I didn't do right the first time, cause I hate crappy borders and gaps and whatnot.
In the mean time, I've been working on some extra environmental eye-candy.
Barad-dur - I'm really happy with this one, just plan on adding a few windows/spires for detail.
Black Gate - Haven't done the outer towers, don't know if I will. It's meh.
Minas Tirith - Screw the white city, it's kicking my butt. I just can't get the basic structure to look right, and there's not a ton of space on the map to work with either.
Going to deviate from my blocky style and try working with the circle tool to see if I can't get something looking decent.