The closet of any gentleman should always include such essentials as a black waistcoat and a white dress shirt. Finishing with a pair of dark brown leather work boots is the simplest way to add a more laid-back twist to your look. It's is an exciting idea if you're on a mission for a neat outfit that transitions easily into fall. With a look like this, any over-50 gent is bound to put many a younger man to shame.