Jack booting is a derogatory term used to describe a system, usually a government, that utilizes force (police or otherwise) to coerce people into compliance.
"I can't stand democracy, you have to pay taxes, and if you don't get arrested! that's jack booting!"

"People should just do whatever they want, no one should be jackbooted into compliance!"
by ragswolf February 25, 2019
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Jack booted is a derogatory term used to describe an overly oppressive and authoritarian individual or group, often denotes violent tendencies. Thugs, thus described, are those in the service of an oppressive authoritarian, usually employing violence to achieve his/her/their master's goals.
Jack booted thugs stormed in, broke my furniture, kicked my dog, and took my still.
by GJohnW June 09, 2006
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individuals or groups who are bullies, frequently using violence or the threat thereof to take what they want.
by anamenotalreadybeingusedbysome October 24, 2010
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'Tis a day dedicated to booting people up the jacksie i.e kicking them up the arse. Popular with school children. Also you should note that it can be any day the kicker chooses and they can kick you in the shin if they so wish.
Kid: *runs up and kicks you in the shin*
Kid: Jack boot day. HA HA!
Kid *runs off*
You: WTF?? *hobble home*
by Tenna March 22, 2005
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It's where you stick your dick in a boot and jack off then wait until the unsuspecting character sticks their foot in the pile of semen.
I went to the boot store and did a Boot Jack in all the boots.
by Jack N. Dick December 08, 2006
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The appearance of a highly sexually active older woman`s vagina. A hanging and leathery labia, resembling the flappy bits at the top a pirate`s boot.
"Steve, I saw you getting off with that blonde MILF last night. What was she like, then?"
"Bud, she went like a fucking steam train. Her twat was a bit worn out though; pissflaps looked like the top of Jack Sparrow`s boot".
by Clothears January 11, 2014
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