Candide recommended this eons ago, but I'm finding it useful now with the iPod Touch: Dropbox
If you don't already have this then you may be interested. It's free for a certain amount of space, and you just drag crap into the folder which can have another folder that shares with others - like, say, have one to share with your familymembers, then just drag crap into it and it sends it to their Dropbox folder (and vice versa) automatically.
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PLZ LEEVE A MEZZAGE KTHNXBAI