Music on portable and what to transfer to new desktop

I have used my portable for couple of years with my IPod Shuffle. Santa brought new desktop because portable hard drive fading. How do I transfer all my music (besides Apple bought) so that I can use Shuffle on desktop? It appears that I can only import from shuffle Apple bought music. Am I missing something here?
Thanks in advance.
Doug

Probably the most straightforward way to get iTunes onto your second computer is to network it with the first one and copy your iTunes folder across. Start by consolidating your library. When you consolidate, any songs in the iTunes Library that are not in the iTunes Music Folder are copied to the Music Folder and the Library is updated to point to those new files. Files already in the iTunes Music Folder have no changes made to them: Consolidating your library - Windows
Copying the whole folder brings with it the iTunes Music folder and also the iTunes Library (iTunes Library.itl in Windows) database file which holds all the information about your songs (Playlists, Ratings, Play Counts, Last Played, Date Added, etc). You'll get more information including the Folder/File structure in this article: What are the iTunes library files?
When you copy the iTunes folder make sure you put it into the default location on the new computer. On a PC this is \Documents and Settings\Username\My Documents\My Music\ (or C:\Username\Music\ in Vista). You should also use the same version of iTunes on both computers.
You can also use this method with an external hard drive, you drag the folder from the first computer to the external drive and then from the drive to the second computer.
Some iPods can be used as an external drive and you can use them to move your iTunes (this option isn't available with the iPod Touch): How to use your iPod to move your music to a new computer
Once you have copied everything over hold down the Shift key in Windows when opening iTunes. In the resulting dialogue you will get the option to create a new library or navigate to an existing one. Navigate to where you placed the copy of the library file and open it up: How to open an alternate iTunes Library file
If you have any iTunes purchases in your library don't forget that you'll need to authorise your new computer to play them. Also if you are disposing of the old one remember to deauthorise it so you don't use up one of your allowances: About iTunes Music Store Authorisation and Deauthorisation

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Music on portable and what to transfer to new desktop

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