Can I use iTunes in my Mac and also on my virtual machine in Parallels?

I have iTunes in the Mac and am totally happy with it. However, my library allows downloading of books, and some of them are only available in wma format. I have Windows XP in Parallels 5, and was able to download a book successfully in Parallels, using the software provided by the library. However, when I put my iPod in to try to transfer the files to it, iTunes in the Mac kept opening, and the software in Windows said it couldn't find the iPod. I tried designating the USB port for Parallels, but that didn't help. My iPod happens to be formatted for PC, so I think that wouldn't be the problem. So, my only way to get this book out of Windows would be to burn it onto 30 CDs.
My question is, is it possible to do what I'm trying to do--if so, do I need to open an iTunes account in Windows, and would it have to be a different account, or is it not possible to have two accounts in the same computer? If it's not possible I'll just give up on this idea and stick with mp3 formatted books, but if it is possible, could someone tell me how to do it? Thanks for any help you can provide. Barbara

Thanks, but please explain. I can't download wma files into Overdrive Media for the Mac, and had to install another version inside Parallels, and that's where the downloaded files are. How could I get those files into the Overdrive software on the Mac? Thanks, Barbara

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