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To fail to pay someone what you owe them or should have rightfully paid them but didn’t technically owe.
He was stiffing his waitress by not tipping her after ordering a 100dollar meal.
by rsaylors May 31, 2006
the art of giving your lady something stiff, if you were to giver her stiff all night you would have been stiffing all night
bob stayed up all night stiffing his bitch
by greydeathmonkey July 23, 2004