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Guantanamo Cheeseboard

When someone is drowning in a sexual or torturous manner from the milk of a lactating female. Like being water boarded with human milk.
"The best thing about having a pregnant girlfriend is finally being able to do a Guantanamo Cheeseboard"
by Calicrow269 November 28, 2023
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Guantanamo Bay Shot

This shot is only for the hardest of mother fuckers or those that hate themselves.

Steps to achieve enlightenment:

1) Lick mustard off a table’s surface (Zamboni!!!)
2) Snort a line of salt
3) Squirt Lemon Juice in your eye
4) Have somebody blare an air horn in your ear
5) Rub Carolina Reaper on your skin

Not for the faint of heart.
Holy shit that guy just ordered a Guantanamo Bay shot! He’s so fucking cool!
by Mr. FuckYeah March 23, 2024
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Guantanamo reach around

A three people sexual maneuver there are two givers and one receiver, one of the givers gives the receiver a reach around covered in guacamole while the other waterboardeds the receiver in a golden shower while asking for information
Person 1 "hey grandpa what happened in Guantanamo Bay?"

Person 2 "I was given Guantanamo reach around, and i still didn't spill anything"
by Lobotomy gaming February 24, 2025
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Guantanamo Ass Eating

When you eat ass in the shower, waterboarding yourself in the process.
I guantamoed that ass and almost died.

Yo girl. Turn that water on and get ready for some Guantanamo Ass Eating
by Trampass Shook July 11, 2025
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The Guantanamo unholy Sneak Attack

This is when a terrorist prisoner Is stewing around in his cell with nothing better to do. He’s feeling bored so he goes and chats with his other loser terrorist buddies obviously plotting something.

Then later he goes into his neighbors cell and begins ass fucking him and as he’s about to cum he pulls out and seemlessly shoves a stick of dynamite in his ass blowing him to smithereens.

The other terrorists golf clap.
“Yo Mustafo. This prison shit sucks. I’m gonna give the new guy the Guantanamo unholy sneak attack after lunch. Get some entertainment going around here.”

“That’s gonna be messy, but it sure beats movie night. I can’t watch Shawshank again.”
by Larry and Rex and Benny January 30, 2020
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The Guantanamo

A very risky sex act that also serves as a viable alternative to figuring out your girl's Facebook password. To complete the Guantanamo, the man must receive oral sex from the woman, upon reaching orgasm he will pull the woman's shirt over her face, and waterboard her with his potential children.
My tinderdate needed therapy after I pulled a Guantanamo on her last night.

I heard Bob got Susan to admit to cheating on him by performing an expert "Guantanamo" on her in the Arbys bathroom.

The Guantanamo is a great way to break in a new love interest.
by NoMeansYesYesMeansAnal June 16, 2020
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Escape from Guantanamo Bay

A sexual position involving 3 parties, one of East Indian decent, one of East Asian decent, and preferably a female.
Last night I was with Raj and Amy, we totally did the Escape from Guantanamo Bay.
by _accurate October 17, 2019
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