Most of the people I draw are on the normal looking side of town- so I really tried to push it with this guy. He kinda reminds me of Norm from Cheers. This was done in Illustrator and then taken into Photoshop to try for that hand painted look.
I'm trying to learn how to make something done in Illustrator look painted by hand. (I am so NOT a painter- wished I was.) So I first did the image in Illustrator (my favorite) and then brought it into Photoshop to use some of the brushes.