"We have no money, we are sharing jeans. If I go outside, I got the only clothing on!"
Also the "School Spirit" skits on The College Dropout. Both sets of sketches were done by comedian and Kanye's friend DeRay Davis, best known for his days on Nick Cannon's Wild'N Out.
"When a lady walks up to me and says, "hey, y'know what's sexy?" I say, "No, I don't know what it is, but I bet I can add up all the change in your purse very fast!""
The skits in the introduction for The College Dropout involving the delightfully hammycollege dean requesting Kanye to "sing summin fo tha kids" at the graduation ceremony. After Kanye proceeds to rap about drug dealing and unemployment, said dean promptly flips out and strips Kanye of his graduating tickets and robe right on the spot.
Kanye himself has many ridiculous metaphors in his lyrics and tweets that also qualify for CMoF status.
During the ''Runaway" video, Kanye is sitting at a table with some guests and his lady companion, a phoenix. One of the guests turns to him and asks if he knew that his girlfriend was a bird. He calmly turns a bit and flatly says "No, I was not aware."
His infamous post-Katrina outburst was in pretty bad taste if for nothing else than a very poor choice of venue to start soapboxing. But looking back, the look on Mike Myers' face was priceless.
The moment gets a hilarious callback on the season premiere of Saturday Night Live, airing a few weeks later, in which Kanye was the musical guest. While walking out to the stage, Kanye encountered Myers, who was now a nervous wreck thanks to constant harassment from "the FBI and the IRS"
The three testimonials on The College Dropout's "The New Workout Plan."
How Kanye introduces his plan:
If you follow these instructions exactly, you might be able to pull you a rapper, a NBA player, man at least a dude with a car!
Consult your plastic surgeon before beginning this workout.
Results may vary. Don't get your hopes up.
This hilariously unsubtle line: "There's a party tonight, and ooh she so excited / tell me who's invited / you, your friends, and my diiiiiiiiiiiiiiick!"