A headphones for it should be relatively cheap Im assuming. I work out at the Y everyday and needed an Ipod. I just dunno where you get songs for a decent price.
You can get fine headphones at Target for $5-10 at most. Buy the cheap ones, it's the best bet. As for music, you can transfer any CD's you own to the computer and then move to the ipod. Also, you can buy them for 99 cents on amazon or iTunes. I only listen to the same 20 songs over and over, so it's really not to expensive.
Nothing I have comes with original packaging. I am horrible about throwing that all out 10 minutes after I get back from the store. I had it about a year or so. Bought it to take to the gym, so I'm guessing I used it twice. :-) I did use it, but I had a larger Ipod I used at work, so I really did only use this a dozen times or so.