What is Jackboot?
1.
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
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7.
(v.i.) Out to lunch; not having it together; acting in a stupid way. Typically derogatory.
Derivation: ..