Go for a pared down but casually dapper choice in a sweatshirt and blue jeans. A nice pair of tobacco casual boots is an effective way to punch up this outfit. It's a smart choice when it comes to crafting a standout outfit for transitional weather. As a middle-aged man, you'll like this outfit.
On days when comfort is everything, this combo of a sweatshirt and navy jeans is a no-brainer. For something more on the smart end to round off your outfit, complete your look with a pair of tobacco casual boots. On not so cold days, you can wear a variation of this easy-to-transition look and look absolutely amazing. All in all, a perfect demonstration of casual fashion for men in their 50s.