When it comes to high-octane dapper style, this pairing of a charcoal houndstooth wool blazer and navy dress pants doesn't disappoint. The whole getup comes together if you introduce black leather derby shoes to the mix. Planning a standout outfit can be a bit daunting on its own. Add below-freezing temps into the equation, and the whole thing becomes even more difficult. Don't despair, this here is your winter outfit inspo.