Chatroulette FEB 07 2010
I spent about 30 minutes on Friday night on Chatroulette (very NSFW). You push the start button and you're instantly in a video chat with some random person. During my session, the average "chat" lasted about 5 seconds and I observed several people drinking malt liquor, two girls making out, many many guys who disconnected as soon as they saw I wasn't female, several girls who disconnected after seeing my face (but not before I caught the looks of disgust on theirs), 3 couples having sex, and 11 erect penises. In a Malkovichian moment, I was even connected to myself once...and then the other me quickly disconnected. In short, Chatroulette is pretty much the best site going on the internet right now.
Sam Anderson has a nice article in New York magazine about Chatroulette.