Dark and Ugly...

This "aging hipster" actually POSED for this caricature after watching me draw for a while. He was slowly losing his hair and was trying to be as "Punk" with his remaining hair folices as he could. Combine that with some Retro Glasses, a razor stubbled Jay Leno-ish chin, and black tee shirt and it makes for a pretty dynamic looking persona. Most people couldnt have pulled off this "look" but I had to admit, it seemed to work for him.
I took my time and did this with graphite, prismacolors and markers.