The go-to for effortlessly smart menswear style? A charcoal overcoat with light blue jeans. Brown suede desert boots will bring a more relaxed aesthetic to an otherwise mostly dressed-up outfit. During the colder months, when warmth is key, it can be easy to surrender to a less-than-stylish outfit in the name of functionality. However, this outfit is a good illustration that you can actually stay comfortable and remain equally stylish in the colder months. Guys who wonder how to dress fashionably as you step into your 30s, you have your answer.