A harrington jacket and brown chinos are wonderful menswear essentials that will integrate really well within your day-to-day casual rotation. To add an element of stylish effortlessness to your ensemble, add a pair of black and white high top sneakers to the equation. And if you're searching for an easy-to-transition ensemble, you found it. This ensemble is a great inspo to anyone who had doubts about wearing casual outfits as a 40-year-old gent.