Hard reboot needed when I try to authorize a website with parental controls

This is the scenario I'm struggling with:
My son has parental controls set limiting the websites he can visit.  When I try to authorize a website, sometimes safari returns to the "Oops! you're not authorized" page rather than opening the site.  When this happens, I can close applications but not open any applications from the dock.  When I log off and log back in I get the spinning beach ball at the login screen and need to do a hard reboot.  When I try to authorize the site again it eventually works, but sometimes I get a dialog box that says java was trying to access a secure site.  I click OK and continue.  This doesn't happen every time I authorize a page, but often enough that it's a clear pattern.
My son's used to this and just goes for a hard reset when it happens; I'm thinking thats not acceptable.  Is anyone else seeing this behavior?
This is happening on an old white plastic 13-inch late 2009 macbook, 8MB, running OSX 10.9.4 and Safari 10.0.6.

You have a lot of extensions installed. Each one of those comes with a cost in memory and cpu resources. My advice would be to turn all the non-essential ones off. You also might want to disable add-on sync.
*[[Disable or remove Add-ons]]
*[[How do I enable add-on sync?]]
You might also consider running [http://www.mozilla.org/en-US/firefox/channel/#aurora Firefox Aurora]. It's currently version 14 but will be updated to 15 probably tomorrow. It now prevents add-on memory use from spiraling out of control (but again they all cost some amount of memory).

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