This is probably OT, but SSL is meant to be so Man in the middle attacks cannot happen, only the two endpoints know how to decrypt messages they send to each other. You could create rules in each computer to redirect all SSL messages to a proxy and do what you say but your kid's browser will warn he/she as the certificate would be self signed instead of the appropriate cert.

I would tackle your problem in a different way, why don't set up an regular HTTP proxy ( such as Squid ) and block your internet connection and make every computer in your home use that proxy? With that setup you would be able to monitor all kind of activity and even block sites with unappropriated content

Since all traffic pass through one box you can also use other tools ( iptables, scripts ) to enforce your internet policy such as an script that shuts down squid at the afternoon/night when they have to do assignments. Out of the box Squid has many features and it might have whay you're looking for.

               ------------
               | Internet |
               ------------
                     |
                 ---------
                 | Proxy |
                 ---------
                     |
       --------------+---------------
       |             |              |
   ---------     ---------      ---------
   | PC #1 |     | PC #2 |  ... | PC #N |
   ---------     ---------      ---------

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In reply to Re: HTTP::Proxy SSL Man in the middle by bluescreen
in thread HTTP::Proxy SSL Man in the middle by locked0wn

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