44. Canibus - "Second Round K.O."
"You might got more cash than me, but you ain't got the skills to eat a n***a's ass like me."
Canibus probably meant the word "ass" as a synecdoche, a part for the whole, like "all hands on deck," but the proximity of the words "eat" and "ass" make this line too funny not to ridicule. Or maybe he just really enjoys anilingus.
43. Kitty Pryde & RiFF RaFF - "Orion's Belt"
"Olympic swimmers from Nigeria/Emeralds in my ears, so far from clear cause they resemble frozen lettuce/91 degrees out and buzzin', you ever seen melted lime jello?"
No, the "olympic swimmers from Nigeria" bit isn't referencing some earlier part as far as we can tell, the line just makes that little sense. In truth, we could have picked almost any RiFF RaFF lines, but we decided to go with some of the most dazzlingly absurd.
42. Mac Miller - "Wear My Hat"
"That girl know how to blow something like she played the flute."
Mac Miller, you wordsmith! How did you figure out to connect the blowing of an instrument to the blowing of your instrument? I guess that's why you're the one making number one albums.