Combining a blazer and a dress shirt will create a classic, masculine silhouette. The whole look comes together if you add a pair of black leather derby shoes to the mix. Picking out a well-coordinated combo can be a bit of a challenge on its own. Add extra cold temperatures into the equation, and the whole thing becomes all the more difficult. Fear not, this here is your winter inspo. A pairing to make any Millennial look mature and command respect.