First of all, that painting is awesome. I'm not even into the BALLA ROLL WORLD IS MINE $150K PORSCHE LOBSTER STEAK HOOKERS crap, and I still think that painting rocks. The eyes and posture are so dead-on it's spooky.
Secondly, asking 2+2ers to help you pick out your next painting is kind of silly. You know what you like better than we do. Are you trying to maintain a gangster theme? Do you want a wall-o-Pacino? There are a lot of variables, here.
Anyway, a quick GIS comes up with these (sorry for linkhotten, too tired to rehost):
(Roy Orbison pwns)
SpaceAce