Designer Richard Chai has struck again: these perfectly tailored boots give shoes an architectural approach, combining modern lines with classic elements. Just in case you didn’t know, Chai received the Swarovski Award at the CFDA Fashion Awards in 2010, and was a finalist for the GQ/CFDA Best New Men’s Designer in America. As for the materials used to make these babies… the lining is made of soft sheepskin, the outside is felt, while a one-piece rubber makes the outsole and toe cap durable. The sock liner is leather covered, with an extra padded collar for a little extra cushioning.