If it's comfort and functionality that you're looking for in an outfit, rock a henley shirt with black jeans. And if you need to easily dial down this look with a pair of shoes, why not introduce a pair of brown work boots to your ensemble? So as you can see, it's a seriously stylish, not to mention spring-friendly, combo to have in your transitional sartorial arsenal. This pairing is a huge inspiration to anyone who wasn't sure about donning casual outfits as a 40-something gent.