The LD Tuttle Deep Boot is a fall winner, and it’s available for pre-order from Oak NYC. It’s hard to handle the steady stream of fall pieces when all you want to do is enjoy your summer, but spending five minutes ordering these unique boots from LD Tuttle will make you a happy man. These black leather chelsea boots are made to scrunch down, with a long upper and a velcro strap at the top of the shoe. [$618 at oak]