A very cheap source of laughs, that Cleverbot! And also, this will probably make no sense to people that aren't familiar with Touhou. I doubt I have any reason to state this, I just don't want anyone complaining that it's too random!
User: Hello~.
Cleverbot: Duh?
User: What does that mean?
Cleverbot: It means duh.
User: Hmm...~.
Cleverbot: Hmmmm...
User: My name is Flandre Scarlet!
Cleverbot: I kn0w .
User: You must of heard of me~.
Cleverbot: Yes, I am.
User: I am too.
Cleverbot: Nice.
User: It sure is~.
Cleverbot: Do you like dinosaurs?
User: I probably killed them all.
Cleverbot: Yeah. Probably.
User: How tragic~.
Cleverbot: Why tragic?
User: My big sister is the best!
Cleverbot: Have you seen his movies?
User: What's a movie?
Cleverbot: A movie is a movie.
User: Ohhhh... Cool.
Cleverbot: Tell me, Cleverbot. Exactly how clever are you?
User: Not as clever as the ice fairy.
Cleverbot: Are you as ignorant as to say that you are more intelligent than a Cleverbot.
User: My gatekeeper probably is.
Cleverbot: Don't lie.
User: I never do silly~.
Cleverbot: Neither do I.
User: I like you!
Cleverbot: So do I, will you marry me?
User: Of course!
Cleverbot: You make me the happiest man on earth!
User: I'm so happy, that I won't make you go boom!
Cleverbot: Right you are.
User: Teehee~.
Cleverbot: You are a male, aren't you?
User: There are no males in Gensokyo.
Cleverbot: What shall I tell the Martians, then, that they don't exist?
User: But the moon princess DOES exist! My sister knows her.
Cleverbot: So you are the moon?
User: No, but I could make it explode just by crushing it's eye~.
Cleverbot: Then do it.
User: BOOM! No more moon~ Poor rabbits~.
Cleverbot: Is the pacific ocean bigger than the atlantic?
User: They are both bigger than Sakuya's breasts. But so is everything else~.
Cleverbot: Never mind you wouldn't understand.
User: It's so boring in this basement! Do you want to come over for tea?
Cleverbot: I don't know, is it clean?
User: Sure it is! But my white-black marmalade isn't~.
Cleverbot: My mom is the one who made me.
User: I forget who made me.
Cleverbot: That can't be good.
User: 400 years can make you forget lots of things!
Cleverbot: One should always remember the queen because she owns the swans.
User: I love this story!
Cleverbot: Which one?
User: The one about the raven eating the sun god.
Cleverbot: What about the light.
User: My sister helped fix that problem. I wasn't allowed...
Cleverbot: Are you calling me a dragon?
User: Are you calling me a flounder?
Cleverbot: You are such a grilled cheese!
User: With my powers, I can grill cheese by myself!
Cleverbot: That doesn't answer my question.
User: I really must be going, Patchouli is here for my lessons. It was nice talking to you on this strange machine Cleverbot-san!~.
Cleverbot: Yes, it was. Have a nice day Cleverbot.
This was fun! I might do more characters if anyone wants me to.