Yep, we're crazy to do this; let's just get that right out of the way. Any "all-time" list is going to be highly personal and prime for debate, especially when it comes to footwear. One guy's must-have style is an easy pass for another. What we've collected here are a handful of perennials, a few statement pieces and some standout one-offs. Although they won't immediately fit with everyone's personal style, you really can't go wrong with any of them, trust us—they truly are the epitome of classic.