20. The Undertaker Interrupts A Jon Stewart Segment
While Jon Stewart and his son were talking to Stephen Amell and Neville backstage, Stewart said that he's buddies with The Undertaker, who would often call him up to ask whether a casket was "too spooky". Not more than a few seconds later, the lights cut out and The Undertaker himself nonchalantly slinks his way past the screen in wildly unexpected fashion, bringing with him a huge plume of smoke and leaving all four of them stunned to silence for a moment. Random, but funny.