Fast DVD Copy 4

Sure, you can rip all your DVDs to iPod portable format, but remember: such business is technically illegal thanks to the bastard law that everyone hates: the DCMA. Or is it?

In any case, if you're not interested in copying your DVDs to your new iPod, but you wouldn't mind breaking the law to make your own copies to DVD of your actual DVDs, then you might want to consider grabbing a copy of Fast DVD Copy 4. Again, you will be breaking the law, and you'll have to spend $100 to do so, so your law-breaking will be traceable. Want to know more about it? Check out Macworld's write up on it. 

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