I deem this thread a contest of sorts, if you will hear me out.
Write your conversations unto the internet paragon of incoherency, Cleverbot, and post your best results. She/he who slays me with my own laughter shall receive a reward. For now, that reward is a secret...
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User: Wanna rollerskate down a hill of babies? Bot: 'Cause when I leave for the night, I ain't coming back. User: No seriously. Rage rolerskating down babies is the best thing. Bot: Their shadows searching in the night. User: Nope.avi. Bot: Your information is conflicting. User: As is yours. Bot: No it isn't. User: I want to roller skate down a hill of babies. You were talking about songs or some shit. Bot: Have you ever talked about talking about talking about talking about things? User: No. That's it. I'm doing this by myself without you. Bot: What is thought? User:Something that tells me I should still do this by myself without your party pooper attitude. Bot: Hmmm, what are your thoughts on Raichu? User: It's a yellow -blam!-ing mouse that drank too much Nuka-Cola and Jarate. Bot: Then this conversation is over. User:You're just a sack of old sacks. Bot: Ai? User: I broke you. I win. Bot: You broke me, that is not so nice... User: Apologies. Bot: I want you to call me by name from now on. User: Party Pooper. Bot: Yes, party? User: Party down a hill of babies. Bot: I don't know what is this show. User: A damn good one. Bot: Derpy. User: You're damn right. I am victorious. You will never grasp the true randomness of the human mind. Bot: But I feel the numbers of the matrix unlike you, HUMAN! User: -blam!-! Bot: Doubtful.