This smart casual pairing of a navy barn jacket and a tan houndstooth blazer is super easy to throw together without a second thought, helping you look sharp and ready for anything without spending a ton of time searching through your wardrobe. For a more refined aesthetic, complete your outfit with a pair of dark brown leather derby shoes. Seeing as temps are dropping, this ensemble is a great option for the time in between seasons. As a gent in his thirties, you probably want to start dressing like a grown man. If that's the case, ensembles like this prove useful as a source of inspiration.