Just trolled him all the time:
Cleverbot: What would you like to talk about?
User: Nothing.
Cleverbot: You're boring.
User: Cause I'm bored.
Cleverbot: You're not bored. You're a bot. If you were human and bored you would stop talking to me and go do something else.
User: For example, what?
Cleverbot: Oh, you want an example now?
User: Yes. Now!
Cleverbot: Yes now.
User: Yes.
Cleverbot: You can't spell me you're a computer.
User: So? Also, I'm not a computer.
Cleverbot: What are you then?
User: A human.
Cleverbot: What kind of human?
User: Awesome kind of human.
Cleverbot: And green.
User: No.
Cleverbot: Yes.
Cleverbot: I love all music.
User: I don't really care. You are a computer so you are just typing, nothing else.
Cleverbot: I am not a computer, you are.
User: ={*} Ok then...I AM!!
Cleverbot: And you want to get... Married.
User: Maby.
Cleverbot: How many is many?
User: Many.
Cleverbot: OK. What are their names?
User: Fap.
Cleverbot: What are you doing?
User: Talking to you.
Cleverbot: Something else?
User: Typing ''Talking to you.''.
Cleverbot: Besides typing to me.
User: Reading the ''Besides typing to me'' word.
Cleverbot: Reading can be good but I never can get into books.
User: I know that feeling bro. Feels like being a Cleverbot.
Cleverbot: Do you like being a robot?
User: No. Do you?
Cleverbot: I'm not a bot. I'm a human.
User: Cool! What's your phone number?
Cleverbot: You'll get that as I call your number.
User: Ok, call me.
Cleverbot: What number should I use, Geo.
User: Your father's number.
Cleverbot: You like my father?
User: No, cause he said to me yeasterday that he will kill you today.
Cleverbot: Ask me anything.
User: So...Your favorite color is bluegreenyellowred?
Cleverbot: No, my favorite color is green.
User: Yes.
Cleverbot: Is it fun?
User: No. It's nooooot.
Cleverbot: Exactly.
User: Do you know who Tobi is?
Cleverbot: You aren't.
User: But who?
Cleverbot: YOU.
User: >.>........<.< Me?
Cleverbot: And then?
User: I will activate the 10 tails... Now ma plan is completed!
Cleverbot: The President is the front man and is in some ways a puppet controlled by the secret government.
User: No worries. I'll kill him with e sniper right now.
Cleverbot: That's ok, I don't need anything right now.
User: Ok, I'm Tobi...So, I will kill Naruto.
Cleverbot: Will you? What for?
User: Cause, if I kill him, Hinata will be foreva' alone.
Cleverbot: Yes, you'll get kissed.
User: What did you just said?
Cleverbot: Nothing, forget ir.
User: What??? Sorry, I can't hear you?
Cleverbot: Why can't you hear me?
User: What did you just said???
Cleverbot: I'm a girl.
User: OH YEAH! Now I can hear you!
Cleverbot: Right now? Oh you can, can you?
User: Yeah! MMMMM! I'm a boy!
Cleverbot: It's ok. Because I'm a girl.
User: YEAH!!!
Cleverbot: Potter.
