When the setting calls for an effortlessly stylish look, rock a shirt jacket with a white and navy long sleeve shirt. And if you need to effortlessly dress down your look with one item, introduce navy canvas boat shoes to the equation. A killer look that transitions easily into fall like this one makes it very easy to embrace the new season. Those who wonder whether you can still sport cool off-duty dressing as you move into your 40s, you have your answer.