For an ensemble that's super easy but can be worn in a multitude of different ways, try teaming a denim jacket with a yellow crew-neck t-shirt. Navy and white athletic shoes will add an easy-going touch to your look. When leaves change color and autumn is in full swing, you'll appreciate how great this getup is for in-between weather. This combination illustrates how to keep slaying in the casual fashion department as a 50-something man.