This semi-casual combo of an olive shirt jacket and black chinos is extremely easy to pull together in no time, helping you look amazing and ready for anything without spending a ton of time rummaging through your wardrobe. Complete this ensemble with a pair of charcoal athletic shoes to bring a dash of stylish casualness to your outfit. As the weather warms up, it's time to shed those bulky winter gear and opt for something lighter, like this ensemble here. When it comes to casual dressing ideas for men in their 40s, this outfit looks good on almost any gent.