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You can on the classic iPods for sure, but not the touch-screen jobbies (although I could easily be wrong here).
All considered though, you could get a 1gb usb pen the size of a credit card and keep it in a wallet. it'll still always be with you and you wont need drivers or cables to make it work on whatever PC you connect to.
There's some apps you can use that set the iPhone/iPod up as a 'wifi-drive' - I use iFiles as it was on offer when I bought it. http://www.ifilesapp.com/