Hah! This is wonderful. I like these guys already; they've definitely got the shady look down and the trash in the flower bed adds to their semi-sleazy atmosphere. As always, great lighting, and I really like the contrast of the brightly colored store window with their dark clothes. Awesome shot!
Me too! I'm still trying to get an image of a host boy trying to game a girl. There are a bunch in Shinjuku near the east exit koban who are always chatting up pretty girls walking alone. I think they're trying to hire them for work in a kabakura or something like that. But It's such an elusive interaction that I haven't yet been able to get a good one.
However, one time, I was just shooting in the general direction of one of these dudes chatting up a girl. After he crashed and burned, he actually came up to me and asked me what I'm shooting. I just told him, you know, everything, people, buildings... And then I asked him "写真撮ってもいい？" And he was not happy and just walked away.