Tod's Winter Gommini Tall Boot

Tod's driving shoes are amazing, but that old-fashioned loafer style just doesn't go with skinny jeans and shift dresses! Luckily, all the best bits of the classic shoe have been transferred over to these gorgeous boots for Winter. You get the trademark rubber sole with driving shoe treads (great for grip in bad weather) but also beautiful high quality leather in a classic shape that'll never age and (fingers crossed) fit like a glove. They'll set you back $775, but no doubt you'll wear them to death. On a cost-per-wear basis that makes these a much better investment than five pairs of cheap heels!