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Unlike other services, the user on the other end has to accept your chat request to begin the conversation.
Randomdorm is similar to the web apps listed above but is limited only to college students.
Wakie is free, anonymous, and connects you with people 24/7.
Just post a topic, and jump into a phone call or have an online discussion.
Omegle allows you to share the chat log in your Facebook account or to download it to your PC. It allows you talk to your friends or to random strangers.
One cool feature of this web app is that people who are available for a random chat are presented in 3D bubbles with their profiles.
Created by a Russian school boy, Chatroulette connects millions of strangers in random video conversations.
The web app itself is pretty bare-bones, with two video panes showing the user & you, a huge pane for text chat and a couple of buttons for controlling the chat.