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...
-
Damn, I deleted a screencap I had where cleverbot told me that he "wants to drink my blood with spaghetti" after I asked him on a date.