Pairing a navy overcoat and navy vertical striped dress pants will prove your outfit coordination chops. Send this ensemble down a more laid-back path by slipping into black leather chelsea boots. In winter, when practicality is crucial, it can be easy to settle for a less-than-stylish getup. This getup, however, is a stark illustration that you totally can stay comfortable and remain stylish in winter. If you often wonder how to dress appropriately for your age, this ensemble is a never-failing option.