ITunes says songs are copied to iPod, but they're not there

I'll preface this by saying I'm a newer iPod user (since March of this year).
I added a bunch of songs to iTunes tonight on our other computer that has XP. It said the iPod was updated and could be removed from the USB (first time it's ever said that, usually it says "iPod Update Complete" on iTunes, but "Do Not Disconnect" on the iPod). I go to listen to my iPod tonight, and none of the songs I added to iTunes are there -- not one. I'm not sure if this is related, but a couple days ago half of my songs in iTunes had the exclamation point next to them indicating the file was gone; search of the computer turned up nothing (most of the songs I added tonight were the ones lost).
Is it something I did?
unknown   Windows 98   n/a

Hello,
I am not sure, but please have a try
f your iPod shows up in Explorer under 'my computer' try changing the drive letter:
-- Click on Start=>Control Panel=>Admin Tools=>Computer Management=>Disk Management
-- Right-Click on the iPod and select “change drive letter”
-- Choose something further along in the alphabet that is unused (Usually, “M”, “N”, “O” or something similar)
-- Safely eject the iPod
-- Reboot the PC

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