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2.
this is a person who congregates on their "stoop" leading up stairs to their shack. This occurs normally in poor neighborhoods. stoopmonkey can also be used as a slang word for a black person.
God damn nigga...go back home you stoopmonkey!
by FLUEHR EATSCOCK May 18, 2006
 
1.
Most likely involving members of the black community "posted up" on their front steps...or "stoop". Usually for a duration of time longer than the normal 8-hour workday. Most likely dressed in white-T's, sometimes involving brown paper bagged 40's, and occassionally joints behind the ear.
"You would not believe how many stoop monkeys are out today"
by K&M est. 2003 July 23, 2008