I kept the sculpting to a minimum on the first one and chose to focus on the painting style. What I found was that as much as I tried to keep a "pop-art" sensibility, I couldn't help but bring my cartoony style to it. The result was more like my 2-dimensional cartoon designs in 3-dimensional form. Not exactly what I envisioned, but I'm in love with it.
I got a little more sculpty with the second one, really building up the nose & chin, and opened the mouth up.
For the next one, I branched off from the devil masks and mad a Christmas devil, the Krampus. This time, I got super-sculpty, and I added some fur accents. It's a hell of a lot more work, but the end result is worth it. Here's the face fully painted:
And here's the finished mask with fur and ears added:
I plan to make a few variations of Krampus masks for the Christmas holiday, along with some other creatures. I'll be posting more masks over the next few weeks. If anyone is interested in buying them, they're up for sale in my Etsy store.