A white long sleeve shirt and charcoal wool dress pants are essential in an elegant man's closet. Serve a little outfit-mixing magic by wearing a pair of dark brown leather desert boots. During the colder months, when warmth is the priority, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a stark illustration that you totally can stay toasty and remain equally stylish during the colder months. Just because you're over 50, doesn't mean you should give up on fashion, and this combo proves exactly that.