[LarryA]

Here are some nerdy ones:

"BBS: The Documentary" and "Get Lamp" by Jason Scott are a couple great hacker docs, about BBSs and Interactive Fiction Games (though I would have to say they have a more Apple/wintel PC bent over other computers, but still historically interesting). Both have many great interviews with BBS and interactive fiction luminaries.

Tilt - The Battle to Save Pinball, this one covers the trials and tribualtions of Pinball 2000 the development of a digital/analog pinball hybrid. There's also The History of Pinball, its not as fancy but it's interesting.

The King of Kong is slightly entertaining about the world of Donkey Kong high scores and a peek into competitive arcade game competitions.

Revolution OS - About Linux/GNU kinda dry but interesting interviews.

Deathbed Vigil...and other tales of digital angst. Documents the last days of Commodore when it went bankrupt in 1994. I think mainly interesting to Commodore fans or folks who enjoyed seeing commodore fail...