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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
by nedlum February 13, 2006
Thoes cool boots the Nazi's use to goose step with
Jackboots are used for heiling and marching
by The Col. November 27, 2004