Not able to allow applications

I'm currently using Windows Family Safety to restrict applications for my son on his computer (Windows 7).  It was originally working quite well but not certain applications will not be allowed to run.  A prompt will appear, stating that the program isn't currently allowed to execute and provides the ability for myself to fill in my Microsoft Live account details and then click "Allow".

However, this doesn't appear to allow the program to execute.  Running the program again will just cause the prompt to reappear, with the same result if filled in and submitted.  This is very frustrating as he's unable to run new games or programs on the computer.

I've tried removing and reinstalling Windows Live Essentials (including Family Safety) numerous times and have removed him from monitoring and then added him back.  All with no change.  What is odd, is that the programs that he can usually run are still working.

Any help would be greatly appreciated.

Cheers,

Dave