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1.
(English) To manipulate a situation to your advantage using crafty means.
(Ebonics) To play da gizzame like Dr. J play basketball.
Watch out for that bitch, nigga, she knows how to wheel and deal. Ho'll hit you up for all yo' skrilla.
by Nick D February 07, 2004
 
2.
do some seedy business dealings
"God, I have got to pay my rent. I guess this calls for desperate measures.
I better get on the phone and do some wheeling and dealing"
by funnygirlwithsmallnose October 07, 2004