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.
Fun fact: the perforated holes on Oxfords are called "brogues." Anyone who refers to the entire shoe as a brogue is technically wrong (the things you learn in design school.) Still lots to learn about shoes, obviously!