Yes, I also have iPods, both antique classics, and an iPod Touch (which I have never had quite the same degree of affection for).I still have a 5th generation iPod Classic. I don't really use it anymore, but for whatever reason I keep it charged up now and then. The music that is on it, is probably stuck on it until forever until it no longer works. I don't have any way to update it any longer, but that's OK.
I think @Scepticalscribe still has and might use from time to time an iPod.
I never tried to use an external DAC with my iPods, mostly because I use some compression on my files, so the difference would not be great. I usually use my iPods completely naked (no DAC, no skins, no cases, no battery packs) because I like to keep it compact and light. I did use a skin on some of the white iPods because they would scratch so bad the screen was unusable.