This relaxed pairing of a green-yellow polo and khaki chinos is perfect when you want to feel confident in your ensemble. Grey athletic shoes are an effortless way to add a sense of stylish casualness to this ensemble. When it comes to dressing for summer-to-fall weather, nothing beats a knockout look that will keep you warm and looking your best. When it comes to casual dressing ideas for over-30 gents, this getup is a good look on most gentlemen.