The Computer History Museum have a great site on YouTube, which has some fascinating videos on the history of computers and their usage:
My personal favourite is the video celebrating the 25th anniversary of the Commodore 64:
Like many computer geeks my age, the Commodore 64 was the first home computer I owned, where I first became exposed to programming while writing simple applications in BASIC. I still remember waiting ages for games to load from cassette tapes!
The interview with Jack Tramiel is fascinating, its worth watching for business and technology enthusiasts alike. At 92 minutes in duration it is very long though, you have been warned!
Updated 2021 : note that the above post was originally published in 2008, but is left here for archival purposes.