You're looking at the solid proof that a denim shirt and grey jeans look awesome when paired together in an off-duty ensemble. You could perhaps get a bit experimental on the shoe front and complement your look with a pair of dark brown leather brogues. In the colder months, when functionality is critical, it can be easy to settle for a less-than-stylish getup in the name of functionality. However, this getup is a vivid example that you totally can stay comfy and remain stylish during the colder months.