Worked a little  more on it today with some texture painting and posing. 

This is just an exercise in representing an expression. I'm not really doing any heavy lifting, and I feel guilty for that. The model is from MakeHuman. The painterly effect is from the Tragiditalist Toolbag Live Painter filter.

[img]https://blenderartists.org/uploads/default/original/4X/6/d/f/6df2a13671358ae185ff24ab79edc9c99b71ffc0.png[/img]
[img]https://blenderartists.org/uploads/default/original/4X/c/7/8/c78662aac17385b5f146f7af644eb5abc3d0857c.jpeg[/img]

I'm literally just painting over the model in places that I want the color of the filter to change slightly to give a more expressionist feeling. All in all, it's therapeutic. 

[img]https://blenderartists.org/uploads/default/original/4X/f/5/d/f5d543c304281d3f1b39c59aef75e32fc32f5266.jpeg[/img]