NEED HELP: Creating Custom Game User Settings (CPP)

The short answer is:

  1. Yes you can.
  2. Ini files are loaded on the startup of Unreal Engine. I think they are validated on assignment.
  3. No. If you want to have additional .ini files you have to create them yourself. (not only that but I think you need to have your categories added inside)

Here is the documentation if you need more in-depth answers.

P.S. You can also check this Config Files, Read & Write to Config Files | Unreal Engine Community Wiki for particular exmples.