For a casually sleek menswear style, team a dress shirt with charcoal chinos — these pieces work really well together. Add a pair of black leather chelsea boots to the equation to kick things up to the next level. In the colder months, when comfort is critical, it can be easy to surrender to a less-than-stylish outfit. This outfit, however, is a good illustration that you can actually stay warm and remain stylish at the same time during the colder months. And if we're talking fashion for men over 30, this outfit is perfect.