I'm an iPOD addict, too.
Something I've put on my iPOD is podcasts and audio book downloads. Seems I can get "taken away" into a story and time passes without my noticing it. In that genre, I would recommend Bill Cosby and Bob Newhart if you can find them since they're both great comedians and are sure to make you laugh.
For music, I want to add:
Iron Butterfly - In-a-gadda-da-vida
Beatles - didn't we all listen to them? whatever you liked!
John Mellencamp - R.O.C.K. in the USA
Rod Stewart - Do Ya Think I'm Sexy
Lou Bega - Mambo No. 5
Chawabumba - Tubthumping
Katrina and the Waves - Walking on Sunshine
and a little more modern but with old-style appeal:
Akon - Dangerous, What You Got
Coldplay - Vida la Vida
Eazy E - Automobile (this is really vulgar but has a great beat)
Flo Rida - In the Ayer
Kardinal Offishall - Bring the Fire Out
M.I.A. - Paper Planes