Dark Dress Shoes
Credit: Photograph by Greg Broom

Dress shoes aren't only for work anymore. That expensive pair of black Italian oxfords you just bought? Go ahead and wear them with selvage denim and a leather jacket on Sunday, and then again on Monday with a suit and tie. And keep your socks as dark as your shoes to create a better, more slimming line. [Ermenegildo Zegna Wingtip Oxford, $675; nordstrom.com]