This ensemble proves it pays to invest in such menswear pieces as a tobacco overcoat and charcoal wool chinos. If you're on the fence about how to finish off, a pair of black leather casual boots is a safe option. During the colder months, when comfort is crucial, it can be easy to surrender to a less-than-stylish getup. However, this getup is a clear example that you can actually stay comfortable and remain stylish in the colder months. This look is most probably exactly what you've been looking for as a man over 40.