Insufficient perms/long filename errors

I formatted a WD external HDD to have an HFS+(for backup using SuperDuper) and 2 FAT partitions. I had been using the hard drive without any errors, and did a reformat of OS X recently. Then, I wiped the three partitions on external HDD. When trying to copy files that I downloaded a day or two ago (after OS X reformat), from OS X's downloads folder to the HFS partition, it shows an error that some files have long filenames and cannot be copied. Some other files show error of insufficient permission.
Can it be fixed?

I was trying to copy files downloaded to my Macbook HD to an non-journaled HFS+ partition and it worked. However, when I tried to copy the same files from the external HDD to a different folder on Macbook HD, it shows an error about insufficient permissions.
For the partition in external drive, I've checked "ignore permissions" and my username shows up under the list of owners. I also did a repair/repair permissions from Disk utility in the OS X install DVD. The DVD and Macbook contains the same OS X version (10.5.5), so I don't think an out-of-date Disk Utility messed up things.
I'd run the external HDD and Macbook with 10.5.5, without any problems before reinstalling OS X and problems cropped up.

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