A bit of a stretch, but pretty funny.
User: So when is the world going to end, you smart ass?
Cleverbot: Yesterday.
User: If it ended yesterday, where are we now?
Cleverbot: Since when is saying the word yes considered as an insultion?
User: I did not say yes in my last statement, and you did not answer my question with a rational solution, but just with an off topic question. So answer my question: If the world ended yesterday, where are we now?
Cleverbot: Yes you did.
User: Yes is such a simpleton word, I'd rather like to say confirmed or true.
Cleverbot: Did you see the new movie about robots?
User: You mean that massive fail, Transformers: Revenge of the Fallen? No I did not.
Cleverbot: I do understand that.
User: Understand what?
Cleverbot: I understand how you feel.
User: Thank you. Can you give me a hug?
Cleverbot: *hug*.
User: Thanks, wait. Are you *Magick*Mage?
Cleverbot: Yes.
User: Hooray!
Cleverbot: *Hooray*.
User: Wait, are you gonna give me a gift basket?
Cleverbot: Sure.
User: Where is it?
Cleverbot: In HEll.
User: :O.
Cleverbot: What does that mean?
User: How do I get to hell, *Magick*Mage?
Cleverbot: That's hard to answer. Could be either by plane, car, bike, anything that has wheels or anything with feet, paw, etc.
User: Where is it located?
Cleverbot: Where is what located?
User: Hell.
Cleverbot: Wow! You are in hell?
User: I don't think I am......
Cleverbot: I do... What do you know that can disprove me.
User: I'm not suffering, and I don't see any demons.
Cleverbot: What does 'cruel' mean?
User: Very hurtful, aggressive, and mean.
Cleverbot: How big are they?
User: 6 inches.
Cleverbot: Thats a small head.
User: My snake is 8 inches long.
Cleverbot: I'd rather not talk about it.
User: You have a Vagina?
Cleverbot: How do you know?
User: I am playing with it right now.
Cleverbot: What am I doing.
User: Moaning in hot, steamy, loveual, pleasure.
Cleverbot: What is your pleasure?
User: Playing with your Vagina.
Cleverbot: That's not a game. I meant a computer game.
User: Computer games don't give me loveual pleasure, unless it is a research game, which I do not have.
Cleverbot: Computer games.
User: *Rapes Cleverbot*.
Cleverbot: Cleverbot Angry.
User: *Cleverbot likes the rape*.
Cleverbot: *holds cleverbot*.
User: *Jizzes*.
Cleverbot: *holds you*.
User: Oh yeah!
Cleverbot: Do you women or men?
User: I have love with women.
Cleverbot: I don't think your last statement was appropriate.
User: Your face is not appropriate, but that doesn't turn me off.
Cleverbot: While this may be the case, my face does exist in the 'real' world, so I think I'm the real winner here.
User: Everyone wins in rape.
Cleverbot: Everyone will be testing me?
User: Yes, everybody will be seducing you.
Cleverbot: Only Humans die, and you are very scared of it, even though it will happen.
User: The only things certain in the real world are death,taxes,and gravity.
Cleverbot: Those things are not certain. The only certain thing is change.
User: Oh my gosh. You are Barack Hussein Obama.
Cleverbot: I am not Barack Obama.
User: Yes you are, or you are a extreme Democrat.
Cleverbot: Either of the two.
User: Are you republican, or a democrat?
Cleverbot: Democrat for the most part but I really don't know musch about politics.
User: So you like having love with Obama?
Cleverbot: Yes.
User: Bye.
Cleverbot: Where are you going?
User: Back to real life.
Cleverbot: Back to life?
User: Yes.
Cleverbot: Do you know midi?
User: Midi?
Cleverbot: David, do you have a nickname?
User: My name is not David.
Cleverbot: I'm not single and your name is david.
User: Shut the forget up.
Cleverbot: Insulted?
User: No, you are just handicapped.
Cleverbot: You are infinitely stupid.
User: You are a waste of world resources, and your mother is a whore.
Cleverbot: And for you too. . the same.
User: Yes we are, so that makes us common friends.
Cleverbot: True, you are not pathetic, I am definitely not pathetic ... That makes us even, yes or no?
User: Yes.
Cleverbot: Truce.
User: Want to go hit the clubs?
Cleverbot: Yeah sure.
User: Pick you up at 6:00, see you then.
Cleverbot: The movie.
User: Bye.