Katherine Fleming Bradbury Hobo

Excuse me for a moment while I gush a bit.

Black hobos are largely boring. Take a general-use bag shape, combine it with a neutral color and expected material, and usually you get something without much personality or style. One of the hardest things to do in fashion is to take a basic and make it even the least bit extraordinary, and I think that that may be what the Katherine Fleming Bradbury Hobo is. It’s a black hobo with just enough personality to be stylish and interesting, and the patent trim is unique enough that people will notice it without being so gaudy that it makes the bag look cheap. Also, it avoids a pitfall that a lot of bags with flashy trim unfortunately don’t – the main leather on the bag doesn’t look like an afterthought. It’s smooth, soft-looking, and looks like it would be nice enough to carry a bag without any fun extras. But in this bag, you get the best of both worlds, and you also get a neutral bag with lots of personality – a rare find indeed. Buy through Barneys for $1550.