This combination of an olive waistcoat and a light blue chambray dress shirt is a real life saver when you need to look truly stylish. And if you want to immediately dress down this look with shoes, why not add a pair of dark brown leather casual boots to the equation? In the colder months, when warmth is key, it can be easy to surrender to a less-than-stylish getup. But this getup is a practical illustration that you can actually stay comfy and remain stylish at the same time during the colder months.