So I was talking to the post master again. And apparently, according to our government friends, media mail is reserved for mailing instructional materials and accompanying disksettes, cds/dvd etc.Total bullshit, but I guess it is what it is.
In conclusion, video games, whether on CD-ROM, diskettes, or similar software, regardless of form, or playable systems including computers, do not meet the standards for Media Mail. In addition, storage devices such as “portable hard drives,” "thumb drives," "flash drives," "jump-drives," and "USB drives” for use with computers are also not eligible for Media Mail prices. Qualifying computer-readable media may contain no advertising except when provided for by standard, e.g. incidental announcements of other books with books in a computer-readable format.