This laid-back combination of a gilet and chinos is very easy to pull together without a second thought, helping you look awesome and ready for anything without spending a ton of time rummaging through your wardrobe. Introduce a pair of black and white canvas low top sneakers to your outfit to make a classic ensemble feel suddenly fresh. Those who are dubious whether you can still sport cool off-duty dressing as you head into your 40s, you have your answer.