I have to say that I'm flummoxed by handbags, and mostly choose them for practicality more than anything else. But sometimes I get concerned that the handbags I choose are too frumpy or "old-ladyish". What makes a handbag hip, and what makes it frumpy? Examples would be welcome.

And thoughts on the bag I bought today? http://www1.macys.com/shop/pro.....slotId%3D3

but in a bright dark red/raspberry color.