A brown shearling jacket and charcoal chinos are the kind of a winning casual outfit that you so desperately need when you have zero time to dress up. And if you want to instantly dial down this look with shoes, throw a pair of dark brown leather work boots into the mix. During the winter months, when functionality is essential, it can be easy to surrender to a less-than-stylish outfit. But this outfit is a clear example that you totally can stay comfortable and remain equally stylish in the winter months. A no-brainer pairing proper for guys over 30 who prefer casual clothing.