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Tretorn Walden Boot Leather. I LOVE Tretorns. Wish I had more pairs and I wish this was one of them.

84-LAB X ADIDAS ORIGINALS ZX RIDING BOOTS

84-LAB X ADIDAS ORIGINALS ZX RIDING BOOTS| The Hype BR

Wingtip Boots

$389, Brown Leather Brogue Boots: Wingtip Boots by Officine Creative. Sold by Barneys Warehouse. Click for more info: http://lookastic.com/men/shop_items/231653/redirect

The Ludlow Sneaker in Grey & Brown

Sneakers | This is the type of sneaker that would work well in the fall. This pair is by Vans (there's a recommendation I never thought I'd make)