For something on the cool and laid-back side, wear this combination of a black and white print long sleeve shirt and black chinos. Throw a pair of white athletic shoes into the mix to bring a touch of stylish effortlessness to your ensemble. As you can see here, it's extremely easy to look seriously stylish and stay snug when chillier weather arrives, thanks to this look. Wondering how to nail casual dressing as you reach your 50s? This combo is a practical illustration.