gifting a playlist

Dec 13, 2011
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I want to take a playlist off my ITunes and put it on a new IPod for my son. Here's the rub. Due to a messy divorce the ex won't allow me to directly give him any gifts now. They have to go through his grandfather giving the appearance that they came from him, not me.
How can I load a playlist that I have on the new IPod without registering it in my name or setting up an ITunes account in my name? Sharing is out of the question.

I called the local Apple store and posed this question. Girl said "oh sure you can do that" so I now have an engraved IPod in hand. I stopped by the store to get a better explanation of how to do it and was told I can't.

Is there any aftermarket software that can pull this off?

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