No that will not work ... you can only use one CD but you can prepare an unlimited number of returns but you can only efile 5. You can either mail in the simple kid returns or use the FREE online version for them as the federal & state returns are absolutely free for a couple more weeks.
Technically, your plan would work if you installed the software on 2 different PCs and registered each product with a different TurboTax account. However, for the price of 5 stamps, I would agree with the above that e-filing 5 returns and mailing the other 5 is a more convenient option.
I wonder, does it look at the computer, or the head router to check the IP address? I have the same issue, I help people at church and so I end up printing, driving over, they don't have the money so I mail (which by the way is not one stamp) and so it ends up a huge hastle.