This is the first time I ran into this problem, while trying to back up some KMFDM and Fear Factory tracks from my Walkman on a Linux machine. Each time only the first 138KB of each file would copy before the error message appeared. The same thing happened when attempting to copy in the command line.
I did two things, one of which solved the problem:
I unmounted and removed the second USB drive, leaving the Walkman plugged in – having too much crap connected often causes hardware-related problems. I compressed the directory on the Walkman containing the new tracks, then copied that over to my home directory just to see if that worked.
Maybe the hard disk is on its way out.