>>8
an ipod shouldn't break under that kind of stress...
Honestly, I'd get an ipod nano, much smaller and uses flash memory; reviews found that it was nearly indestructible. (except for the fact that the case scratches) Great for carting data to and from school, and if you're a student you can get 20$ off at the apple store.
You don't really need the iPod with video unless you're going to install linux on it. I'm not usually a linux zealot, but after seeing what they can make the iPod do when they control the OS, I'm sold. iPod with video plays doom and doom 2, and more games will probably be ported in the future, plus you can play your videos straight after they've been downloaded, no need to convert to apple proprietary formats. Problem with linux though is shitty power managment, battery life is horrible under it, and you can't turn the damn thing off.
I don't know anything about the PSP, though I'm considering getting one.