It’s boot season, so put the sneakers aside and put on some man shoes, like these Cole Haan Air Morris Chukka’s ($140). Leather uppers, front lace-up with metal eyelets, leather lining, padded leather footbed, and NIKE Air technology in the sole.
Fall is finally here, and the contemporary gentleman needs a go-to shoe that looks good dressed up or down. The Cole Haan Oswego Plain Oxford ($188) will help you blur the line between dressy and casual. This open-laced bulcher design has leather uppers and a rubber sole, with contrast stitching and a green suede liner. As with all leather lace-ups, these will only get better with age.