This combination of a navy denim jacket and charcoal chinos combines comfort and confidence and helps you keep it simple yet contemporary. You could follow a more casual route when it comes to shoes by slipping into tan canvas low top sneakers. As you can see here, it's extremely easy to look awesome and stay snug when cooler weather hits, all thanks to outfits like this one. Think it's hard for mature guys to perfect edgy casual looks? This combination should prove you wrong.