The sartorial arsenal of any gentleman should always include such staples as a tan wool waistcoat and navy jeans. On the shoe front, this ensemble pairs really well with dark brown leather chelsea boots. In the winter months, when comfort is paramount, it can be easy to surrender to a less-than-stylish getup. This getup, however, is a shining example that you totally can stay snug and remain equally stylish in the winter months.