Using 2 seperate iPods with 1 iTunes? Help!

My brother and I both have different iPods and want to transfer different songs to each, since we both have different tastes in music. However, I can't figure out how to do this. Surely, there must be a way?
I've tried to 'playlist' options but it only works for playlists... not the entire selection for the iPod.
We only have one computer and therefore only one copy of iTunes.
Help with this would really be appreciated as we don't want to have to retick and untick everthing every time one of us wants to update our iPods.

"I've tried to 'playlist' options but it only works for playlists... not the entire selection for the iPod"
I'm not sure what you mean by this but the update option "automatically update selected playlists only" would allow you to create a one or more playlists specifically for each iPod and drag the tracks you want into them. If you tire of the list and want to change it, you just add or remove the songs you don't want. The ones you take out out remain in the library to be used by the other iPod. Make your playlist a Smart playlist and limit the size to just below the advertised capacity of your iPod Nano (around 1800MB for a 2G). You can read more about playlists at these links:
iTunes: Creating playlists of your favorite songs
How to create a Smart Playlist with iTunes
Or of course you could set one or both iPods to "manually manage songs and playlists" and drag whatever you like to them.

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