The United States Postal Service offers a shipping option called Media Mail. Media Mail is a popular way to ship certain types of goods through the mail because it is cheap and offers a tracking number. It is not the fasted form of shipping but many buyers are prepared to wait an extra day or two or three for their package to be delivered. Media Mail allows printed material, books, periodicals, literature, plays, audio and video recordings to be shipped at a reduced rate compared to Priority Mail. But it does not allow all things which might fall into these categories or like categories. The rules are riddled with contradictions and outdated approaches. We will look at two such applications, comic books and video games.