Effortlessly blurring the line between sharp and casual, this combo of a crew-neck sweater and grey plaid chinos can easily become your favorite. If not sure about the footwear, go with beige desert boots. If you're on the hunt for a cool look that will take you from winter to spring, this one fits the bill. So if you're on the lookout for fashion inspiration for dressing as you get into your 40s, this getup is an amazing example.