CollegeHumor: Chatroulette

Cat Roulette

Mon, 17 Dec 2012 15:43:59 -0500

Fur or gtfo.

Bohemian Rhapsody Jam on Chatroulette

Sun, 11 Nov 2012 15:07:25 -0500

It's the real life and fantasy--welcome to the Internet, you poor boy.

Creepy Chatroulette Guy Does Call Me Maybe

Sun, 12 Aug 2012 18:12:05 -0400

I'll never meet you, but this does nothing to change the fact that it's crazy.

Star Trek Chatroulette

Tue, 23 Nov 2010 17:25:40 -0500

"Tell us, shirtless dude with a soul patch in his mom's basement, are you a peaceful race?"

Last Exorcism Chatroulette Reactions

Fri, 20 Aug 2010 12:15:44 -0400

"Don't click next, bro. She still might flash us."

Untitled 5

Fri, 09 Jul 2010 10:15:03 -0400

Snoop Roulette

Untitled 6

Mon, 31 May 2010 14:24:40 -0400

Seems pretty win-win for all parties involved.

Untitled 7

Wed, 16 Jun 2010 15:38:51 -0400

ASL? 10/M/Vermillion City

Untitled 8

Sat, 15 May 2010 00:31:26 -0400

Chatroulette IRL: C'mon Black 15!

Untitled 9

Wed, 12 May 2010 11:27:12 -0400

Where's Waldo Jr.? Oh right, he's playing with it under his desk.

Untitled 10

Wed, 12 May 2010 11:41:16 -0400

False CNN. More often than not you get "random webcam penisulation."

Untitled 11

Tue, 11 May 2010 18:31:49 -0400

Just a straight up nice old man. Nothing to see here folks. Carry on.

Chatroulette Speed Painting

Thu, 29 Apr 2010 12:44:23 -0400

And not one person asked him to draw boobs. Weird.

Chatroulette Jackpot

Mon, 26 Apr 2010 12:29:45 -0400

What are the chances?

Chatroulette Master of Disguise

Fri, 16 Apr 2010 11:42:16 -0400

These people thought they were talking to a real superhero, but they were actually talking to a real super hero.

If Real Roulette Worked Like Chatroulette

Tue, 23 Mar 2010 12:47:36 -0400

...

Facebook friends are your only real friends

Thu, 08 Apr 2010 15:46:30 -0400

South Park takes on Facebook.

What you'll see on Chatroulette (NSFWish)

Mon, 05 Apr 2010 15:19:21 -0400

A musical ode to Chatroulette.

Cats are the most interesting conversationalists

Thu, 01 Apr 2010 16:10:35 -0400

Cat roulette!

Improv Chat Roulette Piano 2

Mon, 29 Mar 2010 11:52:10 -0400

This man is a hero, bravely facing waves of penises to make us laugh.