The best clippy I saw was a mocked up asking:See now if windows Clippy had an attitude that would be somthing worth of leaving on!!!
Some great lines would include
"Would you like to turn on the spell checker, its better if you dont as you might break it"
"I can Help! - Are you writing a legal document, cv or death threat?"
"did you know I have other irrelevant features you cannot turn off HAHA!"
"your layout, like your use of the written language suketh big time!"
"I am stoping you from typing such dribble as its sending my circuits to sleep"
"If this is your day job, we are both doomed"
yeah.... I tihnk I might have to hack a clippy near me soon =D