This pairing of an olive bomber jacket and brown corduroy chinos makes for the ultimate casual outfit for today's gent. Send an otherwise mostly classic look in a more casual direction with white and black canvas high top sneakers. If it's one of those dreary autumn afternoons, what better to brighten it up than a stylish look like this one? This combo illustrates how to keep scoring in the casual fashion department as a 30-something Millennial guy.