Hi Paul,
I had a chat with a Communications Officers from another federal department (the rules are the same) and he didn't shed any light on the matter. Basically he said what was already covered on this thread, i.e. the potential of confusion of active CAF aircraft and Gov of Canada trademark laws.
On the Canadian Governments Treasury Board website, there is a bit more info on the use of Canadian government markings known as the Federal Identity Program (FIP) which may provide you a bit more info, see:
http://www.tbs-sct.gc.ca/fip-pcim/man_e.asp. The FIP is the bible for current Gov of Canada markings.
I always get a bit nervous when people suggest bring it to the US and then do what ever you want. You may get away with it but you may cause problems for the next guy who buys a surplus aircraft or may cause yourself a bit of grief if you need to get parts/tech info from DND or if you want to do contract work for the military. Not much sense in creating problems for yourself.
That said, there is a CL-41G Tebuan, N403AG, painted using more current CAF paint scheme. This was never a Canadian owned aircraft so the rules may be different.
Anyway, I don't think its as big an issue as it appears, it sounds like use of older RCAF markings is ok and approval for these is a formality.
Maybe you should start a WIX contest called
Paint Paul's Plane and see who can come up with the best paint scheme.
BTW, do you have any photos of you T-33 while in service?
Brian....