I just got done watching a movie called "The Dungeon Masters". It's a documentary by Keven McAlester that follows three game masters through a couple of years (2005-2007). There were a lot of interesting characters in this documentary and a lot of "gamer types" that you'll probably recognize. There's bits of gaming, Gen-Con, gaming arguments, slices of real life and some really genuine, tender moments between people. I really liked this film. Very enjoyable and (for a long time gamer like me) very nostalgic. If you have the chance to pick up a copy of the DVD or watch it online, it's worth 87 minutes of your time.
its on youtube for 1.99...