I tried it out a couple of days ago and it mentally disturbed me... not only by the amount of man gristle, but the way people will sink so primitively to sexual instinct that evolution had been furtherly confirmed in my mind. Amidst people caressing their manhoods, as I sought the appeal of the site I came across what I thought could be a joker or a 'goon' from SomethingAwful displaying an interesting fluffy girl manga puppet with a giant penis that was hard to make out. After one word of engaging in conversation her primitive needs were outspoken with "Thats my toy. It's to stick in".
What obese losers dwell in front of cameras instead of bringing their asses to the gym to experience a non-virtualized non-simulation world where they can meet people of their desired sex without having to be subjected to 19 penises before finding their perfect victim to release the starting points of their future brainless scum children.
Oh, and great short doc on Chatroulette:
http://vimeo.com/9669721