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boy oh boy 

When something you plainly see is not about to go your way.............See (right right, for real dog, i hear ya, knuckle shuffle, i agree, homo-rage)
Dammit!!!! Boy oh boy, now I got to work by and listen to Barney and Jaime, Fuck!!!!
boy oh boy by Rule 1 May 10, 2005
what you exclaim when you discover you've leaped in at the most inoppurtune moment....again
*after leaping in to find yourself lying in a coffin, in a castle cellar*

oh boy!

*theme tune kicks in*
oh boy by TomD4Eva February 28, 2008
orginated from THE BAY AREAS very own E-40, THE CALI KING OF SLANG!!! OH BOY MEANING EXPRESSION OF EXCITEMENT
phil: did you get saturday off work?
GuS: Please belive i did!
Phil: OH BOY!! We gonna do it real big then tonight!
oh boy by MackIn AZZ GuS August 5, 2004
To make a quick exclamation of joy and or shock. Generally a more laid back and sociable comment that derived from the early modern teens. Sister slang to "swell"
Jimmy: Hey Billy, you got a thing for Mary Jane?

Billy: You bet I do Jimmy, and Oh boy I cant wait to dive my large cock down her fuckin pussy, sure sounds swell!
oh boy by Fuck the punks! July 18, 2004
Phrase commonly used urban males anywhere West of NYC to indicate pleasant surprise and/or express admiration at a highlighted fact or situation.
1a. "You know Shalliqua and her crew gon' be at da club tonite, right?"
"Oh boy! We gon' pimp hard tonight on the real."

1b. "He put 22s on his Cadillac?! Oh boy!...It's on and poppin' now."
oh boy by redgyul September 22, 2004

oh boy/girl

when you dont want to keep someones name private in a discussion
'oh boy' be talkin soo mcuh shit, he said "the only peep deanne likes r black guys"
oh boy/girl by LoGiK December 15, 2003