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Converse Chuck Taylor Clean-Crafted Oxfords

Converse Chuck Taylor Clean-Crafted Oxfords

As far as "upscale" Chuck Taylors go, we're big fans of John Varvatos' upgraded All Stars — but if the rock/punk/distressed style isn't your thing, check out these Converse Chuck Taylor Clean-Crafted Oxfords ($100). These strikingly plain Chucks are upgraded with fine leather and trimmed in suede to give the classic sneaker a decidedly more subdued look while still differentiating themselves from the ones you can buy at JCPenney.

  • Merrell Wilderness Boots

    Forget their "old-people approved" styling — these Merrell Wilderness Boots ($300) are perfectly suited to the 40-and-younger crowd, with sleek and timeless styling featuring Norwegian welt construction, a full grain leather upper, a bellows tongue to keep stray particles out, Tesivel knit lining, and a Vibram Roccia block sole. As good for the snow-covered streets as they are for the snow-covered trails.

  • Sorel Caribou Stingray Boot

    Durability is an essential ingredient for any good boot, and it's also a well-known attribute of stingray leather. The Sorel Caribou Stingray Boot ($800) takes advantage of this by using an entire stingray hide for each pair of boots, giving one of the boots a silver mark where the stingray's eye once sat, and a cool pebbled texture that looks great with the vulcanized rubber shell, AeroTrac outsole, and removable felted wool and shearling inner boot. As a bonus, it's seam-sealed, making it as waterproof as the animal for which it's named. [Thanks, David]