Not exactly ground-breaking kind of hobo but this Derek Lam hobo surely is edgier than most of the typical hobo bags these days. The design is clean and simple too making it versatile enough to go from day to eve. The Nadia is available at Shopbop.com for USD1,090. The price, is in my opinion about 10% more than it should have been.

Image is courtesy of shopbop.com