Need computer to recognize two separate iPods using 2 libraries on single login

I have a family who has two separate iPod 5's, and Ive created two separate libraries for them on a Windows 7 machine under the same login.
I know how to open iTunes holding the "Shift" key and double clicking the icon, but what I want (and what Apple SHOULD have coded into iTunes IMO) is for the computer to recognize which iPod is associated with a specific library, and open the correct one in iTunes when the iPod is plugged in.
Currently, it is opening the last library that was opened. Sounds a little silly, but holding shift, and selecting the library every time is not going to fly for this family. They are not that computer savvy. This seems like something that should automatically be done...if not I consider it a bug in iTunes.
They are using the latest iTunes/iPod firmware.
Any help?
Thanks,
Ivanhoe255

Ivanhoe255 wrote:
Sigh...that was sarcasm (mixed with slight contempt of Apple for making my life ****)
I know what you need to do!
Buy yourself a turntable and some records - you know, that vinyl stuff (that I grew up with):
When playing an album (a twelve inch LP record), there was a ceremony to go through: slipping the record carefully out of its sleeve, handling it by its edge and centre label but not the playing surface, skillfully flipping it over and round to the read the centre label, making sure you played the correct side. Then getting up every twenty minutes to flip the record over to side two, or put on a different album altogether.
And if you were a singles fan... sitting next to the record player, preparing the next 7" (seven inch) that you were going to put on; removing from the turntable, the record that had just finished, and putting the next one on in its place as quickly as possible.
A ritual in fact.
As great as vinyl was, you would then appreciate iTunes and all it has to offer.
*Flippant and light-hearted, but not sarcastic.*

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Need computer to recognize two separate iPods using 2 libraries on single login

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