A grey suit and a light blue dress shirt are solid sartorial weapons in any guy's sartorial arsenal. Dark brown leather casual boots are an easy way to power up your outfit. In winter, when functionality is essential, it can be easy to settle for a less-than-stylish outfit. However, this outfit is a stark illustration that you totally can stay snug and remain equally stylish during winter. When it comes to fashion tips for 50-year-old gentlemen, this getup is perfect.