I did a quick search and surprisingly haven't found a thread about this yet. I came across the webseries
The Guild today, and thought it was full of hilarity. It stars and is written by Felicia Day (the woman in Dr. Horrible's Sing-Along Blog), and each episode is about 5 minutes long. The show is about a group of MMORPG gamers who meet in real life.
The cool part is that Day actually plays (-ed?) a lot of WoW and so is pretty familiar with how MMOs work in general. I find the series to be a pretty hilarious take on gamer lives, albeit really unrealistic. Anyone else seen it? Comments?
Wiki IMDB
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I'm also fond of its sister show The Legend of Neil.