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.
by slutty jesus October 10, 2010
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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'
by WrongStar April 1, 2022
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A closeted homosexual with a latex partialism. One who actively wears inappropriate attire, such as gumboots, in a totally in appropriate locale, eg: a nightclub, or racemeeting.
Person 1: OMG Pam, nice suit, but why is he wearing those gumboots, is it for attention.

Person 2: Yes Karla, its for attention, but not the type we can give. What a Gumboot-fag!!!
by smoka36 March 14, 2010
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A guy who wears inappropriate footwear to nightclubs in a vain attempt to be noticed. In other words a characterless loser, grasping at anything that will set him apart from the crowd.

A sslf absorbed, unaware twat, who is laughed at in pity.
Person 1:"Look at that guy, hes got plastic bags for shoes."

Person 2:" SOOO Lame, he has small genitals, what a gumboot oliver!!"
by smoka36 March 14, 2010
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Gumboots... A very skilled person but does not like to admit it. He claims to hate PubG but still plays it. Along all of his other friends being better than him at everything *cough cam*.... Gumboots also loves the idea of God Squad but wont admit it. Anyways he also is very fun to play with. He is very willing and can be a great friend. He is really funny, and loves to give people the good time they need. The vast majority of gumboots are very small, and helpful.

Example: Hey i need to kill myself.. Any advice?

Gumboots: No... But i have a gun you can borrow.
by Camden Howard March 30, 2018
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An expression used to describe a womans vagina that has been totally throttled and thrashed-out beyond repair, usually caused by getting regularly and violently fucked!
Fuck, Ashley was a mad ganga bra and she went hard out all night, but by the time we finished up her box looked like a busted gumboot!!
by Busted Gumboot January 19, 2017
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