I love that broken in look of the bbag. How long does it take to break one in? Do you have to wear it every day?
From personal experience, it depends on the bag's leather when new. I had one bag that, for some reason, broke in very quickly, maybe the leather was softer to begin with. A trick for new bags is to hang it by the handles with a heavy book or two inside for a few days and use your bag a lot!!