Cheddar Bob is known as Jimmy’s (Eminem's) dumbfriend in the movie 8 Mile, who is slightly retarded and ends up shooting himself in the crotch.
1) Busta: "Cheddar Bob ass niggashot himself in front of Def Jam."
2) John: "I wouldn't put that gun in my pocket if I were you. You don't want to pull a Cheddar Bob"
A girl who likes to eat the cheese under a guys ball sack after he has worked out.
When Jason returned home from working out his wife threw him on the bed and said let me lick your ball sack. He immediately said alright you Cheddar Bob.
Someone who enjoys wearing flatbills and graphic tees on the weekends. Commonly referred to as a GDI. Known for being impolite and socially awkward, and starting fights with other randomcheddar bobs.
Jim: What are all these kids doing wearing flat bills at graphic tees at a party?
John: Yeah this is a real cheddar bob fest.
Short-hand for the word floccinaucinihilipilification, meaning the estimation of something as valueless (encountered mainly as an example of one of the longest words in the English language).