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1 definition by Mr Cigar

 
1.
In New York City, which has the nation's highest tobacco taxes. In the city, a carton of Marlboros costs about $95, including $42.50 in state and local taxes.

As a result, "buttleggers" - operating, with the assistance of some store owners on the Poospatuck Indian Reservation have become some of the state's biggest dealers in untaxed cigarettes.-They buy large quantities of cigarettes on the reservation and resell them in the city at a big markup. Some of those packs wind up on the shelves of convenience stores and bodegas. Others are sold on the street by "$5 men."
buttleggers is also a variety of this type of work
Go see the $5 men for you cigs, they are on every corner
by Mr Cigar September 16, 2009