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A word becoming common for describing a Condom / The use of a Condom in New Zealand.
A gumboot been a item of footware that is made out of rubber and completely waterproof.
Jimbo "Bro, heading to down Hamilton this weekend ay."
Kev "Ohh true, I got the clap last time I was there ay, gumboot up dude, hard!."
Jimbo "Haha, will have to double layer!"
gumboot by annoyomasz May 28, 2009
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The kinda guy to appear charismatic and then be the worlds worst friend. He hangs out with guys younger than him to feel more confident about the fact he’s probably in a relationship with a girl who lives in a totally different country (that he’ll never actually get to see). He carries potential and most likely will never be caught taking advantage of it. He could have the hottest girlfriend in the world and dump her for no reason just to proceed to downgrade a few months later. He will probably make promises with no plan of actually keeping them.
Ugh Gavin flaked again, he’s being such a gumboot right now!”
Gumboot by AshleyHasBands August 4, 2023
A individual of such stupidity that by simply existing they disprove the concept of natural selection or evolution.

-the term is not racist in origin and is mostly applied to trailer trash, or hicks
The only way the gumroots ever end up vacationing here is because they got lost when the road ended at the ocean.
gumroot by ben buzzy December 29, 2007

Gumbooter 

Canadian slag expression for doing something quickly or bigly.
There is a bear chasing us, better gumbooter boys!
Gumbooter by S_McTizzle June 21, 2018

muddy gumboot 

A muddy gumboot is when a drink is poured across the anus and butt cheeks of the server while the receiver lies underneath and drinks the liquid.

Usually done with alcohol during drinking games. But can be done with other liquids.

Thought to have originated from Massey University in New Zealand.
If a player vomits or urinates they have to drink it, or get someone else to, through a funnel or muddy gumboot.
muddy gumboot by slutty jesus October 12, 2010

Mississippi Gumboot 

When an amputee uses their stump to perform anal on a sex partner
"How was the sex with her?"
'Man, she was a freak in the sack, she gave me a Mississippi Gumboot'
One who moves like snail
God, she's such a Gumboot. We're going to be stuck here until midnight.
Gumboot by DerMeister August 17, 2017