The recent ridiculous fashions at the Kentucky Derby had me thinking about what one might wear to such an outdoor event without looking like a shameless cartoon character. This got me thinking about saddle shoes, a great casual style that’s perfect for an all-day outdoor event that requires a lot of milling about and drinking bourbon cocktails. The saddle shoe (not to be confused with the very similar “spectator” shoe) is a low-heeled oxford characterized by its distinctive “saddle” usually (but not necessarily) in a contrasting color. Saddle shoes are cool and–while scoping label 80%20’s designs this morning and sad to discover their excellent saddle wasn’t available anywhere–I set about putting together a shopping guide.

[ITPGallery]