Yeah yeah so I'm doing playlist(s) for a party on itunes to run on my ipod. Is there a really simple program I can download that will:

1 incorporate the playlist(s)
2 crossfade the tracks
3 allow me to save the playlists as single, long files which I can play back through the ipod?
4 All without loads of mixing desk looking scariness?

There may be other more brilliant ways of doing the above, but before you suggest them, my limitations are:

1 I don't want to take my laptop to the party, I really want to just take the ipod, hence point 3.
2 I don't have a phone capable of running spotify (reliably)
3 My ipod doesn't allow crossfading, it's a few years old
4 I don't want/don't have time/ability to do any proper "mixing"