"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."
1. Thick leather boots that go to the knee, used my military forces in the 17th, 18th, and 19th centuries.
2. Someone (usually a leader of military or police forces) that will do whatever it takes to accomplish their goals, the walking embodiment of "the ends justify the means".
1. The captain wore a pair of Jackboots with spurs to make his horse run faster.
2. The general sure is a jackboot, I hear he had 2 men whipped for leaving their post 2 minuets early
me:"bless up nigwet, can u hack me a jackobeetay im thirsty?"
18 year old:"yeah bless the moneyz and you have it sonny boy"
me:"sound as a pea, JACKOBEETAYY!"
(you get the jackobite)
me:"mmm jackobiteyyyyy"