Big thanks gster123 and Perfecto! I will add a gold tooth and possibly an eye patch. I would add the skull cracks but the Pirate will be wearing a hat so there would be no use in adding that feature if it's not going to be shown.

Anyway, since the skull is freehand without any direct refferences, I'm going for a semi cartoon look. I'm not trying to directly copy the photoreal POTC look. When it's all finnished, this pirate will be guarding/overlooking his chest of gold. and the scene will be dark in nature, just like the skull pics are.

Thanks again guys, and you lurkers need to join this comp also!