As you can see, it doesn't require that much effort for a man to look effortlessly smart. Rock a shirt jacket with a white and navy long sleeve shirt and be sure you'll look amazing. Clueless about how to round off? Add a pair of navy canvas boat shoes to the mix to switch things up. When leaves are falling down and fall is in the air, you'll appreciate how perfect this look is for transitional weather. When it comes to casual fashion for guys in their forties, this combination is perfect.