I started out trying to turn this into a caricature of a young Shatner, but as things went on I realized the more I distorted his features, the less it looked like him. I think I'd have an easier time with an older, lumpier Shatner, which I might do sometime in the future.
Here's my latest painting, in my humble opinion, one of our greatest American actors, Morgan Freeman. This one had a strange process to it, that went like this: 1. Draw a colored pencil sketch of Morgan Freeman. 2. Scan sketch in and paint over it. 3. Decide the aforementioned sketch really didn't look much like Morgan Freeman at all then paint over the whole thing until it no longer resembled the original sketch, but ultimately looked a lot more like the actor.