Putting together a teal shirt jacket with black chinos is an on-point pick for an effortlessly smart look. Wondering how to finish off? Add a pair of black leather cowboy boots to your outfit to mix things up. This getup is a viable pick if you're on a mission for a kick-ass getup that will take you from summer to fall. Casual outfits for 30-something Millennial men aren't actually that hard, as you can see.