For a relaxed casual outfit, opt for a shearling jacket and beige chinos — these two items go wonderfully together. If you wish to immediately dress down your outfit with shoes, why not introduce navy and white athletic shoes to the mix? During the winter season, when warmth is critical, it can be easy to settle for a less-than-stylish ensemble in the name of practicality. This ensemble, however, is a shining example that you can actually stay cozy and remain stylish in the winter season. Outfit inspiration like this will help you remain incredibly fashionable way into your 40s.