If you're not going to run, don't wear running shoes. 16 Ways To Dress Like A Grown Man Invest in quality. Every man should own a black lace-up shoe (they match everything) and a few slim, pointed ones.
Pairing a black fair isle crew-neck pullover with brown chinos is a comfortable option for running errands in the city. Channel your inner Ryan Gosling and throw in a pair of dark brown leather boots to class up your look.