As you can see here, it doesn't take that much work for a man to look casually neat. Just wear a dark brown blazer with black chinos and you'll look awesome. If you need to easily tone down this ensemble with one single item, complete your look with black and white canvas low top sneakers. When it comes to dressing for autumn, nothing beats a cool outfit that transitions easily between seasons. This getup is a big inspiration to anyone who was hesitant about wearing casual outfits as a guy in his fifties.