Girls who dress like boys have always been of keen interest to us, and now another incarnation realizes the aesthetic. Wingtip shoes, as they appear in every silhouette possible, are definitely back on the accessories scene. This particular aesthetic, though it works year round, seems apt for Fall styles. We will expect wide leg and high waist and jodhpur trousers this fall and wingtip shoes, we think, would make a sharp point indeed. The aesthetic fits in nicely with the tailored looks we'll see in all aspects of fall 08 and so we can only expect there to be more coming as the fall deliveries pick up. Our favorite wing tip styling possibility? A stacked version paired with hosiery, a simple shift, and a long blazer. It's more or less a take on the 'sexy librarian' (or 'sexy entrepreneur' in today's world), which is what draws us to boys' clothing as well. There's nothing quite as chic as a dressed up tomboy who shows a little bit of leg. Pardon us, but we believe it to be true. If you're down with the look, there are some Spring options below. You could most certainly wear these into the Fall, even though you snagged them on sale in July.