Problems with connecting external Hd and iPod

Hi all, I really hope someone here can help and this problem is driving me up the wall!!
Before i installed Mavericks i could simply plug in my 2tb WD My Passport external hd into my usb and use it how you normally would but since going over to Mavericks i get this message appear...
The only way i can use the drive is to keep it plugged into my Macbook and restart it and then i can use it as normal.
I've contacted Wd (who are pretty useless) and have followed the steps they've suggested such as backing up the drive and re-enstalling Mavericks. I've also re-enstalled the driver software from the Wd page but still i get this. I can plug the HD into my partners Mac and it works straight away.
And now recently I have the same problem when i connect my ipod classic into my Macbook. The ipod shows in finder but not in itunes. I've also took that back to factory settings and then re-enstalled it but again, I have to restart the computer to get it to show in itunes.
I've gone into disk utily and followed the repair disk procedure and that only goes so far then does nothing!
I'm no expert with all the tecnical stuff so please bear that in mind if you have an answer for me, thanks

Triple-click anywhere in the line below on this page to select it:
{ ls -@ORen /S*/*/E*/IOSto*; codesign -vv $_ 2>&1; } | open -ef
Copy the selected text to the Clipboard by pressing the key combination command-C.
Launch the Terminal application in any of the following ways:
☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)
☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.
☞ Open LaunchPad. Click Utilities, then Terminal in the icon grid.
Paste into the Terminal window by pressing the key combination command-V. I've tested these instructions only with the Safari web browser. If you use another browser, you may have to press the return key after pasting.
Wait for a new line ending in a dollar sign (“$”) to appear.
A TextEdit window will open with the output of the command. If the command produced no output, the window will be empty. Post the contents of the TextEdit window (not the Terminal window), if any — the text, please, not a screenshot. The title of the window doesn't matter, and you don't need to post that.

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