This casual pairing of a long sleeve shirt and navy jeans is extremely easy to pull together in no time, helping you look dapper and ready for anything without spending a ton of time searching through your wardrobe. Let your sartorial chops truly shine by completing this look with a pair of boat shoes. As you can see, this combo is a really smart choice, especially for transeasonal weather, when the mercury is dropping. This combination is a stark illustration men in their fifties can still very well turn heads.