Trying to load songs on co-workers shuffle

I have an old school 10 gb ipod that I sync up with itunes everyday. I let my coworker listen to toby keith's taliban song on 9/11 and sorely paid for it by her knieving it out of me several hours out of our work day. She's made a list of all the songs she wants from my ipod to her shuffle. When I plug her unit into my usb port it brings up a message to the effect of do you want to sync your library with "coworkers shuffle" thus erasing the scores of songs she has on there currently and replacing with my library. I just want to transfer 20 or 30 songs to her shuffle but after I say no to the delete and replace message the shuffle is nowhere to be found in my itunes screen unlike my ipod that shows up immediately. I just want to leave her songs in tact and add some of mine. Any ideas?

read a previous post, shuffle can only be linked to one library at a time. thanks

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