An open cardigan and blue dress pants are absolute wardrobe heroes if you're picking out a classic and casual wardrobe that matches up to the highest menswear standards. To infuse a sense of stylish casualness into your ensemble, enter black leather casual boots into the equation. As you can see, it's extremely easy to look sharp and stay warm come cooler weather, thanks to this getup. This combo illustrates that dressing appropriately for your age and looking fashionable are not mutually exclusive things.