This combination of a dark brown blazer and khaki dress pants can only be described as ridiculously dapper and refined. Finishing off with desert boots is an effortless way to infuse a playful feel into your look. In the colder months, when warmth is critical, it can be easy to settle for a less-than-stylish look. But this look is a stark illustration that you can actually stay comfortable and remain stylish during the colder months. If you're wondering how you should dress as a 50-something gentleman, this ensemble is a good source of inspiration.