When it comes to bags, always go for the unexpected.
I'm slightly obsessed with my grandmother's vintage bag collection. While I'm still plotting a way to adopt some of her most classic bag styles (I've already volunteered to babysit them when they're feeling neglected, though I'm not sure she will ever take me up on my offer . . . ), most of her bags stand apart from the crowd. Whether it's an unexpected shape, color, or fabric, nearly every single bag in rotation is one I'd bet few have ever seen before — which brings me to her next lesson . . .