A blue denim jacket and blue jeans will give off this neat and relaxed vibe. Here's how to dress it up: dark brown leather casual boots. Picking out a killer getup can be tricky on its own. Add cold temperatures into the equation, and the whole thing becomes even more difficult. Luckily, this here is your wintry outfit inspiration. If you frequently worry about dressing appropriately for your age, this pairing is a foolproof option.