Hi BrightBrass,
Thanks for visiting Apple Support Communities.
You may find this article helpful with setting up your devices to sync with your computer:
iTunes 11 for Windows: Set up syncing for iPod, iPhone, or iPad
http://support.apple.com/kb/PH12313
The information in this article can also help with syncing multiple devices:
How to use multiple iPhone, iPad, or iPod devices with one computer
http://support.apple.com/kb/ht1495
When you are done syncing one device, be sure to disconnect it before syncing the other:
iTunes for Windows does not support syncing multiple iPod devices at the same time.
Regards,
Jeremy