I've been meaning to post this for a while. The series is already at episode 6!
Anyway, The Guild is an internet-based, original program detailing the life of a fictional group of people playing a World of Warcraft-type game. The main star is Felicia Day, who played a slayer in the Buffy television series (and is currently in a Cheetos commercial).
The episodes are short (only 5-6 minutes) and play off of stereotypes to hilarious (I think) effect. No special knowledge of World of Warcraft is necessary to appreciate them. :)
Here's episode One: