HELP!!  I think i deleted all my music.

Yesterday I synched my Ipod with some new music that i purchased at the ITunes store. I came to turn on my Ipod today, and it seems only the music that I synched is in my Ipod, none of the 2500+ songs that ive had for quite some time are there. Thats 2 years worth of buying and uploading CD's..What did i do wrong?
Can someone please help me!!
Thanks,
Vin

I simply don't understand itunes and Apple and why they make it so difficult for people to download music. In the past year I have bought alot of music, however, recently I backed up everything onto a external hard drive. The hard drive was automatically supposed to load every file from my previous operating system. Today I went to load all the files from that drive onto my new operating system, but low and behold none of the itunes songs I purchased were on my external hard drive(all my other files including songs that I had previously downloaded from Kazaa were there). Does anyone know how I can get these purchased songs back from itunes? I have only used one computer to purchase songs in the past couple of years, but because I have reinstalled windows a number of times Apple seems to thing that there are three different computers authorized for my account when there is really only one. Please help. Thanks.

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