Here's another Illustrator doodle, beginning with circles and triangles, no plan but quickly developed into a bear. This one has a more finished look than the previous doodle, and is mostly made up of transparent gradients with a bitmap texture. No set rules for this one other then left/right symmetry. Below are the path outlines.
I recently did a series of illustrations for Northeastern University for an alumni magazine feature story about bomb sensing technology. For the main piece, a portrait of a bomber, I wanted the bomber to be anonymous so I cropped the image below his eyes. But when I finished it, I thought it would be fun to make it into an identifiable personality. I began by adding a menacing eye and eyebrow, a beard, some more hair. I also made some adjustments to the hands and some other tweaks here and there, spent another couple of days on it.
Below are the initial thumbnail sketches, sketches for the client, revised sketches, and the two other illustrations for the story.