This pairing of a navy shirt jacket and navy jeans will be a good indication of your expertise in men's fashion even on off-duty days. Low top sneakers are guaranteed to add a dash of stylish nonchalance to this ensemble. So as you can see here, it's a killer, not to mention spring-ready, outfit to keep in your transitional collection. This ensemble is your answer to the question of how to dress appropriately for your age after fifty.