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

A role that is lower than God Boi but better than Good Boi. To be a Best Boi, you must be socially akward but friendly. You must also earn B.E.S.T. B.O.I. points to gain the title.
by It_Not_Yoshi May 29, 2019

some of the sweetest people you will ever meet. mostly southern gentlmen. they have the cutest accents and are always up for some fun.
by misses ga June 9, 2008

Is an idoit that thinks the greatest thing in life is to drive along the seafront every single day with lasses in there car that arent even old enough to smoke! and the only thing they ever talk about is cars even though they usualy dont know much!
Getting finished for a car after a year and half of being together.i wouldnt mind but it was a shitty sierra
by Angela April 19, 2004

GIMME DEM TOES, BOI!!!
by DAT THICCC PIGEON MAN!!! May 21, 2019

A frolic, young braggadocio who does not refrain from freely speaks his mind and does not consider the consequences of inappropriate statements. Their swaggering, cocky manner, which is usually complemented with outlandish Ed Hardy tee-shirts, mesh back American eagle caps, and tattered, faded denims, can be interpreted as either flamboyantly extroverted or unnecessarily 'assclownish'. (see: assclown)
Yo, i was wit dat nigga Davey Z last friday, we was drunk and shit, but he was bein suuuuch a pepper boy wit the ladies!!!
by pepperridge farms January 13, 2009

by anonymous November 29, 2020
