Probably a LOT more trouble than it would be worth, but ever since I saw the Chicago font interface on my first iPod I've wondered what the display would look like ported to a CRT screen,...say, like the one on the MacClassic sitting on the shelf in my basement. For that matter, if you knew how to send the video from the iPod to an old display, you might as well install the rest of the guts in the case--hard drive, power supply, and all--and create a retro desktop iPod.
(Of course, if that's what you really wanted, you oughta just buy an old PowerBook and run iTunes on it.)