ITunes says video is on iPod, but it really didn't transfer

Hey, I have two computers that I want to put music, pictures, and videos on to my iPod from, the "home computer" has no problems tranfering songs, videos and pix, but the second does. I selected Manual update of songs and play lists on second computer. I tried to put an episode of Lost on my iPod from the second computer, It says in iTunes that it is on my Ipod, but the Do Not Disconnect sign did not show up on iPod, and iTunes says it updated, I ejected it correctly and still didn't show up I just wasted two hours of my life searching the discussions and have not found anything close. PLEASE HELP ME
iPod, 5th Generation, Windows XP home, version 1.1 USB Windows XP

Ahh thank you for that. I had wondered if iCloud was the cause but wasn't sure. Thank you very much. If for some reason that is not the answer I will update but if is I will let this thread die
Thanks again!

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