If you're looking for an off-duty yet seriously stylish look, reach for a navy denim jacket and a navy denim shirt. Finishing with a pair of burgundy leather cowboy boots is a surefire way to add a more casual vibe to this outfit. As the temperatures get lower, you'll see that an ensemble like this is perfect for the season. Those who are curious whether you can still rock cool casual style as you go into your 50s, this ensemble should answer your question.