I thought I might give a glimpse of how involving the design process can be, even for a one shot character. While technically would-be Wakeman boyfriend Marty Rossians was not a villain, he needed to visually give the impression that he was one. At first I start doodling faces, trying lots of different ideas. Here I work fast, spontaneity helps provide surprising results I wouldn't arrive at otherwise.
I avoid narrowing in on a particular direction for a little while. I'll show all these options to Rob and he'll help give me some focus.
Here I'm beginning to consider his silhouette, and deciding which body type and shapes form the most pleasing contrast when compared to Wakeman. I'm also deciding what kind of cartoon animal he should resemble.
Nearly there, the final will be a combo of these two.
Color always helps me find the final design. It shows me the amount of detail actually required in the line-drawing,how many shapes it needs to be broken into. It also really fleshes out the personality (violet skin? Now that's evil!).
Here's the final pencil rough, ready for clean up. As you can see, we decided an owl-man seemed to have the most humorous/creepy effect.