Chatroulette: Omegle With Video, More Dudes
Remember Omegle, the website that sets you up with a random chatting partner? Well Chatroulette is the same thing -- WITH ADDED WEBCAM! It's mostly dudes and like two creepy chicks (one was singing into a paper squirrel cutout glued to a popsicle stick -- not even kidding), and the screenshot there is pretty much what you can expect out of the females on the site (that's me at the bottom). So yeah, join at your own risk. I definitely wore a grocery bag over my head.
Thanks to Ahmed, who warns you to watch out for people with puppets.