This off-duty combo of a black and white houndstooth short sleeve shirt and charcoal chinos is extremely easy to pull together without a second thought, helping you look awesome and ready for anything without spending a ton of time searching through your wardrobe. If you wish to instantly class up this ensemble with footwear, why not complement your outfit with a pair of dark brown leather chelsea boots? If you frequently wonder how to dress appropriately for your age, this getup is a practical illustration.