For a look that's super easy but can be styled in many different ways, consider wearing a beige shirt jacket and dark brown chinos. Go the extra mile and switch up your getup by slipping into dark brown suede tassel loafers. If you feel uninspired by your transitional season fashion options, this ensemble just might be the inspo you are looking for. Just because you're in your 50s, doesn't mean you can't dress fashionably, and this combination illustrates exactly that.