On the boot black, just one opinion, but I don't think that you should do that. It is, my opinion, kind of like stuffing broken-down shoes tight with newspaper/tissue to hide the fact that they've been stepped on by an elephant. As a buyer, I want to see secondhand goods au natural, so to speak, and if a pair of shoes I bought showed up with boot black camouflage, I wouldn't do business with that seller again. I'd also put a "boot black warning" on the feedback so that other potential buyers would know. You can actually get a lot onto feedback. When a seller shipped me a hot pink cell phone instead of the black one I'd ordered, I got that to fit onto the feedback line.
I might be a hard ass here, but when it comes to shoes, anything more than a polish isn't cool. OK, I think, to put them in trees because trees are visible, but I'm wary of sellers who don't include pictures of shoes without trees. If shoes were re-soled, that should also be disclosed.