A polo and dark brown dress pants are the perfect base for an effortlessly stylish outfit. A nice pair of dark brown leather driving shoes is an effortless way to infuse a hint of stylish casualness into this outfit. So as you can see here, it's an on-trend, not to mention spring-appropriate, outfit to keep in your transeasonal arsenal. Dressed like this, any guy in his 40s is bound to put many a younger man to shame.