Potentially, the ugliest bag ever or deemed as daring, risk taking and thus ultra unique - it is a toss up for me. The Jessica Simpson Aspen Shopper is certainly eye catching with grainy & slightly distressed grey leather and shearling trim. It is spacious enough to fit a multitude of items (cell, wallet, bottle of water, iPod, magazines, snacks, etc.) without looking bulky. Since it is so bold and has a slightly “in-your-face” feel, pair this with a simpler outfit to really bring out the bag’s full effect. It features a magnetic top flap and multiple zippered pockets for organization. Bag dimensions: 13″ H x 15.5″ W x 4.75″ D. Also available in chocolate. Price: $228.