A denim jacket and a grey blazer are an easy way to introduce some manly elegance into your off-duty lineup. To give your outfit a smarter vibe, why not introduce brown leather derby shoes to the equation? As you can see, it's extremely easy to look amazing and stay cozy when cooler weather hits, all thanks to getups like this one. This getup shows that dressing appropriately for your age and looking stylish are not mutually exclusive things.