A crew-neck t-shirt and dark brown chinos combined together are a savvy match. Put an elegant spin on an otherwise standard look by rounding off with a pair of burgundy leather desert boots. During the winter months, when comfort is imperative, it can be easy to surrender to a less-than-stylish look. But this look is a practical illustration that you can actually stay toasty and remain stylish at the same time during the winter months. This combo shows that looking stylish at 60 and beyond is totally doable.