Ideas for old time music to put on my iPod?

Well I am lucky, I have a Hot 100 book shows all the hits from 1955 to about 1987 or so, so I refer to that a lot. What you can do is in your browser enter "hits from 19XX" (enter a date in your range at random) and you will get a list of songs from that year, just start picking out favorites that you remember from that era, hopfully you are of that era, you dont really say.

Here is one I did for you as an example:

http://www.musicoutfitters.com/topsongs/1962.htm

PS Simon and Garfield??? LOL, it's Garfunkel

Big mama thornton-hound dog. Her version is better than Elvis' .

Little Richard- Ready Teddy, Lucille, Slippin' and slidin', True Fine Mama, Tutti Frutti, Good Golly Miss Molly.

Bill Haley and the Comets-Rock around the Clock, Thirteen Women,

Poison Ivy-The Coasters.

Chuck Berry- Run run rudolph, School Days, Johnny B. Goode.

All the Elvis Classics, Heartbreak Hotel, Jailhouse Rock, Blue Suede Shoes, etc.

There's also Chubby Checker and Bo Diddley and a lot of other ones. (Ricky Valens, La Bamba.)

These are all from the 50's. Also, from the 70's, there's the Commodores: Brick House, Kool and the Gang and other great ones. Hope this helps. :)

'Christmas Bells' by Mantovani

'Holiday For Bells' by Bert Kaempfert

'Jingo Jango' by Bert Kaempfert

'Father Christmas' by The Kinks