Reach for a denim shirt and blue jeans for relaxed dressing with a modern twist. For extra fashion points, introduce a pair of casual boots to the equation. During the colder months, when warmth is key, it can be easy to settle for a less-than-stylish outfit. But this outfit is a stark illustration that you can actually stay snug and remain equally stylish during the colder months. A proper outfit for any 50-something gent.