Take your relaxed style up a notch in a navy denim jacket and a red plaid short sleeve shirt. To bring out a more easy-going side of you, complete your getup with navy and white athletic shoes. There's no nicer way to brighten up a dreary autumn day than a knockout outfit like this one. This getup proves that as a 50-something man, you still have a wide range of dressing options.
You'll be amazed at how easy it is for any guy to get dressed this way. Just a navy denim jacket paired with a red plaid short sleeve shirt. If you need to effortlessly dial down your ensemble with a pair of shoes, add navy and white athletic shoes to the equation. As you can see here, this combination is a really savvy option, especially for awkward fall weather, when the temps are starting to drop. Gentlemen who are curious how to dress with style in your fifties, you have your answer.