When I first got iTunes, I found a site that had a dozen or so old radio shows -- Life of Riley, Sherlock Holmes mysteries, Jack Benny, and some fantastic George Burns and Gracie Allen. And Amos and Andy -- talk about politically incorrect!
Just the thing when you are waiting in, say, a doctor's office.
A friend found this -- an amazing archive with thousands of them:
This is your chance to hear the entertainment everyone listened to during World War II. I was just listening to Abbot and Costello and they are still funny.
And you can hear cigarette ads right in the middle of the programs!