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.
Again, a theme of contrast in terms of both color and fabric. Add a woven tie and this steps up a notch or pop a button and you can look cool at happy hour. All these pieces are very interchangeable as well.