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Refers to the conditions of the Guantanamo Bay Detention Camp located in Cuba. One might describe their night, current situation, or future as Guantany if the state of things is so bad it rivals in the conditions of this infamous prison camp.
Person 1: "Dude I slept on a cement floor last night and woke up with a fucking mouse trap in my hair"

Person 2: "Seriously dude? Why didn't you find a couch or something?"

Person 1: "We got locked in the goddamn basement. That whole night was so fucking Guantany I don't even want to talk about it."
Guantany by Scratchy Square October 25, 2010
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The Guantanamo 

Slang for having sex doggy-style in a bathroom whereby as the man or the top cums he shoves the partner's head in the toilet and flushes, reminiscent of so-called "water boarding."
I wanted to remind him that, as the bottom, he had no say or control, so I chose to introduce him to The Guantanamo in the lobby restroom.
The Guantanamo by poopooOU812 August 1, 2016

Harold & Kumar Escape from Guantanamo Bay 

The most informative film title ever. And also a great stoner flick.
Harold & Kumar Escape from Guantanamo Bay is as good as the first Harold & Kumar flick!

Guantanamo Style 

The practice of having sex, doggy style in a toilet cubicle with the 'receiver' (male or female) bent forwards with their head in the bowl being repeatedly flushed in a manner similar to waterboarding.
I took her/him to the men's room and nailed her/him Guantanamo Style.
Guantanamo Style by MojoPriestMW November 2, 2010

Guantanamo bay approach 

The Guantanamo bay approach is to believe that anything, animal, object, human being or otherwise are inneficient, cannot be trusted or are in someway harmful to the individual until he/she is given prove that this object/person/animal is efficient or benneficial.
Since the internet is almost diametrically opposed to the notion of quality control, in recent years it's been a lot easier to just assume everything is shit until it can prove itself otherwise. I like to call it the Guantanamo bay approach.

guantanamo 

(v.) a sexual act performed by a woman where the partner's face is covered with a cloth and the female squirts on the partner's covered face.

Origin: named after Guantanamo Bay, a detention camp that was run by the US military, known for it's acts of interrogation. Their methods were usually immoral and humiliating. The guantanamo (sex act) is meant to resemble the "waterboarding" interrogation process.
"Chad and I have been spicing it up in the bedroom. Last night, he let me guantanamo him! He LOVED it!"
guantanamo by judyboome September 18, 2020

Guantanamo Rick 

An increasingly popular nickname for Florida’s deranged and corrupt Governor due to his longstanding stint as an accomplished torturer once upon a time in the Cuban-American superprison.
Guantanamo Rick’s shenanigans with sending naive and unsuspecting immigrants into America’s big cities as a political stunt is spawned by the cruelty he practiced on a daily basis and he actually considers it a favor to them, in a weird way, because he is not sadistically torturing or killing them.
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Slop Grenade

When someone uses AI to generate a large document, slide deck, or piece of code/software and tosses it over the fence for you to deal with.
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Brent: he just tossed me a slop grenade
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