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Jack Boys 

General term for Robbers. Commonly heard used by rapper Plies who is from Florida.

There is really not much difference from a "Jack Boy" or a "Goon" but jack boy tends to be more specific with stealing, mugging, armed robbing, ect.
Jack boys rob ya at ya own risk.....jack boys out send them please so i can bun them......cause the jack boys waiting.....you in a chopper zone where the jack boys hang and where the goons roam (plies lyrics)
Jack Boys by FLA26 December 26, 2010
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Jack Boys 

A street gang created in the suburbs of Chicago. All they did was rob drug dealers. It is said they have stolen over $600,000 of drugs and drug money. After making hundreds of enemies from all different fractions of opposing gangs, they decided it would be more profitable to sell drugs rather than steal them. They held on to the name Jack Boys so that people knew not to fuck with them. They ran under the five point star but had affiliations with the Conservative Vice Lords and the Gangster Disciples. Eventually the 3 leaders of the Jack Boys all got sent to jail. The remaining members fell off because of lack of leadership and little money coming in. The Leaders Stay loyal to their nation to this day, even though they have done years in jails and prisons.
Drug Dealer 1: Hey those Jack Boys tryin to sell me some work? i know they rob niggas

Drug Dealer 2: Naw nigga they in the sellin business now
Jack Boys by NationBusiness September 2, 2010

Jack kisses boys 

A very true fact that everyone knows.
sam: Yo did u hear that jack kisses boys?

Liam: of course man everone knows that
Jack kisses boys by Kachigga169 March 2, 2020
A Group Consisting of Travis Scott, Don Toliver, Sheck Wes, Luxurytax 50 and Chase B
The New Jackboys Album just dropped
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