For a casually sleek ensemble, wear a black blazer and grey chinos — these pieces go pretty good together. When it comes to footwear, this outfit is complemented brilliantly with black leather casual boots. In the colder months, when comfort is a must, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a shining example that you can actually stay comfortable and remain equally stylish during the colder months. This combo illustrates how gents in their thirties kill it in the style department.