This outfit with a sweatshirt and black chinos isn't a hard one to pull off and is easy to adapt according to circumstances. Get a little creative when it comes to footwear and introduce black and white athletic shoes to the equation. As you can see here, this getup is a really great choice, especially for summer-to-fall weather, when the temperature is dropping. Casual getups for stylish 40-year-old guys aren't actually that hard, as you see.