Channel your inner maverick in the menswear department and wear a grey blazer and a white long sleeve shirt. Consider a pair of brown leather casual boots as the glue that will pull this look together. Piecing together a cool combination can be challenging on its own. Add below-freezing temperatures into the equation, and the whole thing becomes even more difficult. No worries, this here is your winter inspo. This combination is your answer to the question of how to dress after 30.