This pairing of a double breasted blazer and blue jeans is a tested option when you need to look effortlessly sleek in a flash. White and black athletic shoes will bring a touch of stylish nonchalance to an otherwise dressy getup. This one is a smart pick if you're figuring out a standout outfit for weird fall weather. If you often wonder how to dress age-appropriately while looking stylish, this ensemble is a fail-safe option.