The classic Sperry Boat Shoe is an essential for any truly sartorial man's wardrobe. I've looked around for a similar shoe that could compare and nothing can beat the great looking leather and the comfortable design of Sperrys. I snagged a pair of these Sperry for J. Crew shoes the other day. Their specially worn in leather, hand contrast stitching, and great price (only $95 on jcrew.com now) make them a must have.
(This is my pair after only one day of use)
If you are looking for something a little edgier, J. Crew also collaborated with Sperry on a pair of Chukka boots that look great with jeans ($125).

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