You'll be surprised at how very easy it is to throw together this classy look. Just a denim shirt and dark brown wool dress pants. Complete this look with a pair of tassel loafers to easily amp up the style factor of this getup. When temps are dropping and autumn is in full swing, you'll appreciate how perfect this look is for transeasonal weather. As a 30-something Millennial gent, you probably want to start dressing with more sophistication. In this case, combos like this are ideal as inspiration.