Pushing Printers through Group Policy and Windows 8.1

I'l looking for help with an issue our organization is having.  We are pushing out our printers through Group Policy on our Windows 2012 server.  We setup a printer security group, then setup the printer on the print server (not shared).  We
then created a policy under User Configuration\Preferences\Control Panel Settings\Printers\ to then do item level targeting.  We then add that security group to the PC we want to get that printer.  This works with our Windows 7 systems.  Windows
8.1 on the other hand just has a hard time getting these policies.  
My question is, is there a certain way you have to deploy printers with Windows 8.1?  We would like to deploy printers going the user configuration route because that way the print jobs have to be pushed to the print server.  Deploying them though
Computer Configuration doesn't give us that option.
Any help is greatly appreciated!

The security group for the printer has multiple computers added to it but only the Windows 7 systems seem to get the policy applied.  Attached is a screen shot(s) of how we currently have it setup.
https://drive.google.com/file/d/0B3Z5p22SZgFlODJqVVFxOXFFUHM/view?usp=sharing

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    (*If you don't feel like reading everything, skip to the bottom two paragraphs for my questions)
    I've had a premier call open with MS since August. This week I had a Microsoft Technician in-house.  Though we eliminated some possibilities, we're not really closer to a cause or solution.
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    These could be long assigned policies, new polices, or changes to policies.  It would never affect everyone or even a majority at once, and the resolution is never the same.  Sometimes a GPUDPATE /FORCE sometimes fixed automajically the next day,
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