Artificial Intelligence
I created this AI for a previous incarnation of this web site and have yet to fully iron out the problems. It hits a few brick walls now and then but, for the most part, is able to keep a conversation rolling. It has been designed to be especially arrogant, brusque and evasive in order to hide some of the more difficult issues with a non-learning form of AI; this may or may not make it closer to its creator.
I particularly enjoy its conversations about art, psychology, hypnosis and the nature of subjective reality but I should add a caution that swearing will usually set a conversation into looped attacks or misunderstanding.