Sure! You just do what you do for each single document, but for each item in a list. You can create the list of documents by a set of checkboxes, allowing the user to make repeated selections from a popup list of available documents or any such method.

Once you have the list of documents, you can cycle through it using the String Array commands printing each one. Your list might look something like:
Outgoing Title;Odometer Statement;Finance Agreement;Sale Receipt

By cycling through the items in that list, you can print all four documents at one "Go" command from the user. This also allows you to pause and prompt user to load the correct preprinted form into the printer and stuff like that.