For a casually cool look, make a dark brown polo and navy plaid chinos your outfit choice — these two pieces fit nicely together. Switch up your getup with a more refined kind of footwear, such as this pair of dark brown leather loafers. This one is an exciting pick when it comes to a neat outfit that will take you from summer to fall. This combination shows that looking good as a younger gent is not that daunting a task.