How to manage 2 iPods and 2 libraries with same laptop?

I have one Windows laptop. I have an iPod and an iTunes library. I store my iTunes tunes/movies/podcasts on an exernal hard drive because there isn't enough space on my laptop. I want to purchase a second iPod for my son and manage his iTunes library in the same way - same laptop, same external hard drive.
I created a separate library and quickly got confused. Is it possible to have two separate libraries for two separate iPods but use the same laptop and external hard drive? IF possible, how should I do this?

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