I don't know the details, but it is possible for a USB keyboard to support N-key rollovers. As an example:
http://www.corsair.com/en/support/faq/vengeance-gaming/
Not that I'm saying you're wrong, I really don't know if normal driverless keyboard input is capable of this. I certainly hope so. I just see essentially all 10-key rollover (or more) keyboards using PS/2 and citing that it doesn't work through USB.