For a look that's classic and envy-worthy, consider wearing a light blue chambray long sleeve shirt and dark brown wool dress pants. A pair of dark brown suede desert boots instantly kicks up the wow factor of this look. As summer days set in, it's time for summery combos like this one. As a 30-something Millennial gent, you want to start dressing like an adult. In this case, getups like this become a great source of inspiration.