For a semi-casual getup, opt for a grey wool blazer and charcoal jeans — these two items go really cool together. Let your outfit coordination sensibilities really shine by finishing this look with a pair of dark brown leather derby shoes. As you can see here, it's very easy to look amazing and stay comfortable come cooler weather, thanks to this ensemble. Interested in dressing ideas for 40-year-old men? This ensemble is pretty inspiring.