Wear an overcoat and blue dress pants to look like a refined gent. A pair of dark brown suede desert boots easily turns up the appeal of this ensemble. Figuring out a pulled together combo can be a bit of a juggling act on its own. Add extra cold temps into the equation, and the whole thing becomes all the more difficult. No worries, this here is your winter style inspo. Wondering what to wear in your fifties? This pairing is the perfect answer.