I saw this man hanging out at a street fair in Florida, and something about his style just caught my eye. At first I was going to paint the whole figure, but then decided the head and shoulders offered a more interesting subject. For me, working out the skintones and getting a good likeness is always a challenge that I enjoy.
As an aside, it's always tricky for me to take photos of interesting subjects (people) that I see on the street without their noticing. Is this even ethical? Yet, I see a lot of other artists do this as well, so I guess it's OK.