Separate names with a comma.
Parallels doesn't currently sync installed fonts between macOS and Windows automatically. You still have to manually install any new fonts inside...
You're not doing anything wrong--macOS and Windows use separate font folders. To use the fonts in Windows, simply install them there as well.
The Casio CD printer uses the fonts installed inside Windows XP, not macOS. You can add more fonts by installing them directly in your Windows XP...