For a laid-back and cool getup, opt for a black shearling jacket and chinos — these items work really great together. Complement your outfit with a pair of dark brown chelsea boots to avoid looking too casual. While it can be tricky to look stylish on extra cold days, it's ensembles like this that prove it's actually possible. So if you're on a mission for fashion tips on how to dress in your forties, this pairing is an amazing example.