I drew a couple of pirate prints that are/were for sale, signed by myself. First I bought brown paper, burnt and ripped the edges, drew lines on them, then used a tan and dark brown Prismacolor pen to color around the dark lines..... I then mounted the paper on a thick black piece of paper.
For the heads, I just drew the pirate heads on white paper and colored them in with Copic and Prismacolor pens, cut them out with scissors, then glued them to the brown paper.
After all that, I scanned them and digitally colored them in with watercolor and tried to always keep them a bit "cartoony." Pirates have to be one of the most colorful, fun characters to cartoon! Kelly Gannon, Pirate Prints