This combo of a beige houndstooth wool blazer and navy chinos is solid proof that a safe outfit doesn't have to be boring. To introduce some extra classiness to this outfit, complement your outfit with a pair of dark brown suede loafers. As the temps start to drop, you'll discover that an ensemble like this is perfect for this time. Wondering how to dress age-appropriately as you pass the big three-oh? This getup is a perfect example.