For a casually neat getup, go for an orange sweater vest and navy jeans — these two pieces fit nicely together. Complement your look with brown snow boots to immediately bump up the appeal of this look. So as you can see, this combo is a really wonderful idea, especially for unpredictable fall weather, when the temperatures are dropping. This combo proves that figuring out how to dress stylishly at 60 and beyond is quite manageable.