I have been waiting for the right time to strike up a conversation with Joe.
He is very quiet and most days he won't evan ask for spare change. Maybe he thinks that I don't look like I have any to spare. Finally I got around to actually asking if he would mind taking his photo... and "Yes, but I want to comb my hair." He genuinely seemed to enjoy the attention and we spent about 20 minutes chatting and shooting. The lighting was soft and pouring in from Water Street so it made the contrast of the wall really jump out.
Camera: Sony R1 (Thanks Lynn) ISO 160, 1/60 sec, f3.5 Photoshop CS4 convert to B&W