GPO Proxy Settings per User

I've spent days researching this but haven't found a situation quite like it. I have multiple users in a SBS environment. We use roaming profiles exclusively. I have 2 users (user A and user B) in the same OU "No Internet" that have dummy proxy
settings to prevent them from using the internet except for specifically allowed sites.  These users log in to two different workstations (PC1 and PC2).  The computers are in the same OU, "Windows7Desktops". 
When User A logs in to PC1, the proxy settings are correctly applied.  When User A logs in to PC2, the proxy settings do not apply.  User B's proxy settings also apply on PC1, but not on PC2.
The workstations are identical builds, the same software is installed on each, both are running the same version of Windows 7 SP1. 
I'm at a loss!  My gut feeling is that there is a setting in the registry for the PCs that is different, but I've been unable to locate it.  Any suggestions would be appreciated.

Hi DeannaM,
Would you please provide a general description for that how you configure the Proxy setting in Group Policy?
Did you mean that configure the proxy settings under User Configuration, and then link the GPO to a computer-based OU? If I misunderstand, or any details and updates, please feel free to let me know.
Based on your description, this issue seems that just occurred when user login PC2. Please use a user account
to login PC2, then run
gpresult command to collect group policy information and check.
By the way, would you please confirm whether PC2 was also belonged to another computer-based OU, or just belong
to this one OU? Please pay attention to
loopback mode. Just my guess.
Hope this helps.
Best regards,
Justin Gu

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