If the situation permits relaxed casual dressing, pair a long sleeve henley shirt with black jeans. A pair of casual boots adds an elegant aesthetic to the ensemble. This combo illustrates that figuring out how to dress stylishly as a 40-something guy is not that daunting a task.
For a casual ensemble, consider teaming a long sleeve henley shirt with navy jeans — these items work really cool together. Add casual boots to the equation to instantly spice up the look. When it comes to fashion for men over 40, this ensemble looks good on most gentlemen.