For comfort dressing with a twist, try teaming a navy and white horizontal striped crew-neck t-shirt with black chinos. If you need to immediately dress down your outfit with shoes, why not add a pair of athletic shoes to the mix? Think middle-aged guys can't pull off modern casual dressing? This combo is a vivid demonstration of otherwise.
Go for a pared down but at the same time cool and relaxed ensemble by combining a navy polo and black chinos. And if you wish to instantly play down your outfit with footwear, why not complement your ensemble with a pair of athletic shoes? Those who wonder whether you can still rock edgy off-duty dressing as you head into your 50s, you have your answer.