Transferring files to a new computer

I have both an IPOD 20G and a Nano. On my old computer, the Nano is its own playlist within my library. I got a new computer and want to transfer files for both.
I have so many songs that I do not wish to burn them all on cds and reload. Not all of my songs came from itunes, some were uploaded or downloaded from other sources so I dont want to lose those either.
I followed the directions to manual update and enable disk use. When I get on to my new computer, I try to move the file from my ipod by dragging it to my new itunes file. When I pull it up, my new library is empty and all my music and playlists just so up under "my devices". So clearly it never transferred to the new location. I can only listen the music when the IPOD is connected. I have not even attempted to try to update my nano yet.
I tried copying my files to an external hard drive and then transferring them the new computer and only some of them transferred.
Anyone have any easy, step by step methods for transferring my old library to my new computer complete with playlists and all. I start from scratch with my nano if I have to, I just dont want to lose my library.
Thanks

I did copy the entire Itune library from the old computere to the new computer. After downloading/updating the itunes software on the new computerI went to open the itune file--all the music is there but no playlists. Also when you connect the ipod to the computer, if you allow it to sync it wants to erase all the music on the ipod. I need to keep until I get the playlists on the new computer--the ipod is the thing that has them now.

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