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1.
Cheddar Bob is known as Jimmy’s (Eminem's) dumb friend in the movie 8 Mile, who is slightly retarded and ends up shooting himself in the crotch.

1) Busta: "Cheddar Bob ass nigga shot 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"
by L- Burna March 20, 2006
 
2.
A person who shoots himself accidently
Plaxico "Cheddar Bob" Burress
by Big Snacks December 03, 2008
 
3.
A member of a straight group of friends that gets the drunkest and tends to have transvesite tendacies
Hey man did you guys see Cheddarbob last night? He got wasted and started running round in a pink thong.
by Lilbeans November 19, 2008
 
4.
someone who is socially unpopular,smug,or downright annoying. can also be used loosely as an insult to replace an insult,ie cheddarbob could be used instead of geek,numpty,twonk,etc
shut it u cheddarbob!!!
by muffmuncher March 19, 2008
 
5.
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.
by HumpyDumpy24 December 17, 2010
 
6.
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 random cheddar 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.
by frattt November 02, 2010
 
7.
several face deformities and crators located on the forhead, cheek. and nose caused by lack of face wash and eating wendys then touching ur face
Scott and I went to the bar...he got cheddar bob..i got big bob
by Harvati cheeses March 31, 2009