The point of trolling omegle is that, like pretty much all chat sites, it's mostly populated by basement-dwelling creeps looking for cyber-sex -- feel free to shudder a little bit -- so you can string them along for a while before coming out with the question (meaning most of the exchanges are unprintable, but suffice it to say that a common response to the query was something along the lines of "in my pants"). Here's a fairly benign one:
You: Hey, Have you seen Wally?
Stranger: have you seen my tits?
It was a good troll, and the thread garnered hundreds of responses, some funny, some clever, some just disturbing. And it went on that way for a while. But then, something interesting happened: As The Game, as /b/ folk refer to it, increased in popularity, trolls started running into each other. At first, it seemed serendipitous:
Stranger: hi
You: Good day.
Stranger: have you seen waldo
You: I am looking for someone named Waldo.
You: This is awkward..
Stranger: /b/rother?
You: Aye
Stranger: this made my day
You: Screencap
Stranger: you better post this shit
You: I shall.
Gradually, it became increasingly clear that, because of the proliferation of trolls on the site, there was hardly anyone real left to troll. At that point, the trolls started trolling each other, trying to string each other along in order to win The Game. There were a few pretty great exchanges, but this one, with its impeccable sense of timing, was probably the most epic:
You: ohai
Stranger: hi
You: have you seen waldo?
Stranger: yes
You: where?
You: i must meet him
Stranger: go down and take a left
Stranger: and you will see
Stranger: The Game
You: FFFFF
You: UUUUUUUUUUUU
Well played, random stranger. Well played.