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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
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Jackbooking 

When a man jerks off whilst on facebook. He may or may not have an additional tab opened with porn. Can stem from the combined need for social attention and control over one's own life.
Torre knew he would have to conceal his jackbooking problem from everyone, yet he still got a disturbing thrill from masturbating while on facebook.
Jackbooking by GuidodrivesaCaddy August 14, 2010

jackbombed 

Man, I'm so jackbombed!
jackbombed by Ficks May 10, 2005
A jackhob is somebody who gives and takes of semen orally. It is a concatenation and contraction of 'jack' for masturbate and 'hobnob' for the sharing of drinks together.
jackhob by Boris Blank January 10, 2008
1. A thick military boot.
2. A common epithet, used to conflate someone with Nazism.
"I am still without any clear information as to what a jackboot is. It is a kind of boot that you put on when you want to behave tyrannically: that is as much as anyone seems to know."

-George Orwell
jackboot by nedlum February 15, 2006
I suck at Fakin' it
Jackbox is fun
Jackbox by fatyoshi24 April 28, 2021
A person who is trying to steal something by way of force; an armed robber. Atlanta traphouse origin by way of crack dealers.
Keep yo tool on deck o' tha muthafuckin jackboys is gon gotdamn stick yo ass fo sho' cuh.
jackboy by Barramundi June 30, 2008