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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
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

Gymbooker 

A person who updates their facebook status to let their friends know that they are going to, or have been to, the gym. This is done in an attempt to make yourself look big and strong, and therefore gain friends. However, it normally makes you look like a dick.
John (Status) "What an intense workout that was!"

Comment: You're not impressing anybody, gymbooker.
Gymbooker by Joanne Kard April 19, 2011

Flaming Gumbotron

When you are railing a chick wearing a gumby costume (or if you already look like him that's fine) and just before climax, light her hair on fire and start screaming "I am Gumbotron."
Gumby is a master at giving pokey flaming gumbotrons.
Flaming Gumbotron by gumbyyy October 21, 2009

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'