I want to add something like %roman% somewhere in my document that will print separate roman numeral digits for each copy of a single page document I print. Like each time it prints the first page it will increase the roman numeral printed. Is that possible somehow?
No that I know of, because a document does not keep track of the number of times it has been printed. To be clear though, are you referring to copies in a single print job or copies over the lifetime of a document?
Copies in a single print job.
Although in a lifetime of the document would be cool to.
Theoretically, yes… 
you can create Macro using Visual Basic but it is bit complicated…