Windows – Print one file on multiple network printers (Windows)

I would remove all printer drivers and then try again.

Here is the MS article on what to do:

http://support.microsoft.com/kb/135406/en-us

Here is a software solution (20 USD or less if you buy more licenses):

DOS2USB: Capture MS-DOS Print Job from any LPT or PRN and Redirect it to USB printer, GDI printer, Network printer etc.

DOS2USB extends the printing ability of DOS programs by capturing MS-DOS print jobs and redirecting them to windows printer irrespective of Printer types including USB Printers, Network Printers, Print-Servers, and PDF-printers. The job redirection works even if a printer is physically connected to the captured port, on any PC running Windows 95, 98, ME, NT, 2000, XP and 2003 (With Terminal Service Support).