Hi Staindaddict,
maybe your virtual machine, guest, doesn't see the cd at all. Maybe you are indeed feeding it only to your real, host, version of Windows.
I know next to nothing about Virtual Box, but for your idea to work it must be configured so that when you insert a cd into your drive, it is presented to the guest as a cd. In other words, the virtual machine must have access to your real cd drive.
Also, for you to be able to interact with the virtual machine, it must be running its own screen reader. That's how perfect the simulation is. It's indeed another pc, even though its hardware is mapped to, and realized by, your host's hardware. Have you taken that into account?
For example, I have a virtual Windows XP machine here which runs NVDA. I use it to run programs which won't run on my Windows 10, which runs its own NVDA. Two distinct copies.
Hope this helps.
Kind regards,
Felix
In the hands of a gamer, word becomes weapon, argument becomes shield, and life becomes a quest.