Here's a list of films that might be of interest to I.T. lovers... I'm sure we can add to it.
All About My Motherboard
The Wrong Browsers
The Spambusters
Reach for the Skype
Confessions of a Windows Cleaner
Room at the Desktop
Around the World in 80 Nanoseconds
Raiders of the Lost Archive
The Nutty Processor
Crash
I.T's a Wonderful Life
I.T. Happened One Night
Fatal Attachment
The Glitches of Eastwick
The Pit and The Pentium
I.T. Came from Outer Space
The Remains of the Data
Yahoo's Afraid of Virginia Woolf?
AOL Raiser
The Qwerty-Nine Steps
Gone With the Windows (starring Clark Cable and Vivian Lead).
My Motherboard's an Alien