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In south Florida back in the 80's there was a gang of car jackers were known as the jackboyz. Since them the term has morphed many times....

Jackboyz are known as thieves, dope dealers and thugs.
You better keep your eyes open cause dem jackboys will take your shit.
jackboy by nigga deezee September 7, 2009
Someone with supreme loyalty and devotion to their squad; Ready to fuck shit up at any moment;
You see that guy over there, he's my Jackboy so watch yourself.

I heard someone yell Jackboyz and next thing i know the party is a giant brawl.
Tony fucked with a Jackboy once, never heard from Tony agian.
Jackboy by The True Jackboy January 22, 2014
Don’t mess with him he is a jackboy
Jackboy by Glock 16 October 19, 2023

Jockboy syndrome 

1.A male professional athlete that thinks he's hot shit when in reality he's a pussy. Some other characteristics include the constant need to have woman stroke his ego, insecurity, jealousy, and a low IQ.

2. A male or group of male athletes who hide their insecurity by boosting their egos and hanging with the guys while maintaining ultimate douche bag status.

3.Frequently, Springfield Falcon boys.
Hey did you talk to big d today, he's really gotta see someone about that jockboy syndrome.
Jackbox is a web and app based platform that offers a variety of games designed for groups of people to enjoy together.
There are drawing games, quick quip games, general knowledge games, thinking games - all are varying degrees of fun depending on how they're played.

This platform is enjoyed by twitch streamers, youtubers and just groups of friends having a good time in person and across the internet.
Let's play Jackbox
Jackbox by PoyzenCookie October 26, 2018

jackaboy 

A common nickname the popular youtuber "Jacksepticeye"gives himself, along with some of his fans.
Jackaboy's last video was absolutely hilarious!