The funniest thing that happened to me was during a webcam/mic MSN session with a mate. I had a mic, and he had both a mic and a cam.
He got it in his head to fool some of his offline mates by telling them he had gotten an interactive computer program that was able to detect motion and answer questions.
So he had his mates stand up in front of the webcam and ask me questions. They asked me like "where are you made?" and I answered "My code was passed round all over the world", when they asked me maths questions I either didn't understand or Windows Calculator couldn't solve, I said "Hey, Im not a maths software!".
Close to the end, one of his mates went close to the cam, flashed his teeth and asked if he had a bracer (he did), whereto I replied "Yeah, and an ugly one to boot!". He virtually flew backwards in shock, everybody else laughed their asses off (by then he was the only one who hadn't figured it out

) and started going "holy sh*t, I gotta get me one of these programs! Can you burn it out for me?". I said "NO! I don't want to end up on a CD!" and the dude got even more shocked.
That bunch laughed so hard that day...
Mmm... good e-times.