What is Yasabossin?
1.
A term used by black Americans to degrade black slaves who constantly agreed with any order given to them by their master. Short for "Yes sir boss sir"
"...see the black race can't afford you no more. There used to be a time when we’d see someone like you singing, clowning, yasabossin and who wouldn’t do anything. Folks liked that, you were a good homely kind of nigger..." Sergeant Waters, Film, A Soldier's Story (1984)
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When stick a dick up a VERY VERY tight pussy/bootyhole. And you have to squeeze up. At the same time you have to make sure you dick does..