Looks like a muddy yard rather than a street. Also there isn't much going on. That makes it hard to connect this image with the challenge topic. However, I like the image -- the composition, the light, the texture, and the b&w conversion.
Nice limited depth you used here Kashi. I get this nice somber feeling to the photo. Kind of hard to relate it to the challenge, perhaps a bit of street curb to the right would have really nailed it. Still the toning and the textures are superb.
His boots and slacks don't look particularly "street" to me - indeed he looks quite at home. But I do like the textures here - very nice conversion to B&W as well.