Naah, DVD's you can rip because the protection wasn't that good. I'm quite a bit less sanguine about the new HD generation though, there is some pretty draconian cra... stuff in the copyprotection specs there, like the ability to turn your player into a brick if they want to. But we digress, sorry.
Ah, I do believe people are hitting their heads against Apple's wall of C.R.A.P. Another reason I don't like iTunes, or indeed any pay services. What music I buy I get on CD and rip myself so I can play it anywhere, on anything...
You could combine the (free, open source) Slimserver from Slim Devices with either streaming audio, controlled via a web server on the Slimserver, or you could run the SoftSqueeze program on a computer. SoftSqueeze is a Squeezebox done in software, it emulates the Squeezebox and allows you to...