This pairing of a white and red vertical striped dress shirt and white dress pants will add refined essence to your ensemble. If not sure about what to wear in the shoe department, complete your outfit with dark brown suede oxford shoes. In the winter season, when practicality is paramount, it can be easy to surrender to a less-than-stylish outfit in the name of convenience. However, this outfit is a clear example that you can actually stay toasty and remain stylish at the same time in the winter season.