You'll be amazed at how easy it is to get dressed this way. Just an overcoat teamed with a three piece suit. Complement this look with a pair of dark brown leather casual boots to infuse an air of stylish effortlessness into your getup. You can see here that just because it's cold outside doesn't mean your combinations can't be both warm and seriously stylish. This is a great example of how to dress with style in your fifties.