When i was just getting into digital painting, i attempted a caricature of Val Kilmer's Doc Holliday from 'Tombstone', check it out HERE. It was a valiant effort, but i didn't know what i was doing when it came to digital painting.
I decided to give it another go. this is just a quick one-through with some color, so I'll post the final when i get it done.
Edit: final added