Wear a shirt jacket with a long sleeve t-shirt to feel instantly confident and look fashionable. For something more on the elegant side to finish this look, complete this ensemble with a pair of brown suede chelsea boots. As the weather is getting warmer, it's time to get rid of those heavy winter layers and opt for a look that's lighter, like this one here. So if you're on the lookout for dressing tips for gentlemen over 40, this combination is a wonderful example.