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Saddling the ass 

v. to reason poorly

n. (Ass-saddler) one who reasons poorly.
P1: If we ride the donkey then we will have a great time. We are having a great time, therefore we are riding the donkey.
P2: Stop saddling the ass you ass-saddler.
Saddling the ass by AbbaJoe April 11, 2018

Saddling a dead horse 

Originally meant for when someone put a condom on a limp penis. Currently used for safe rigging practices.
For a safe set, saddling a dead horse is NEVER safe.

Sack Saddling 

-verb

Triple Penetration. One gent is entering her ass, while a second gent is in her vagina. Then third gent stands over the second gents cock so his sack hangs with a testicle on both sides.
Hey Bro, I love the way it feels when you're Sack Saddling with me.
Sack Saddling by BoronIdentity August 10, 2014

Dragon Saddling

The act of riding a very large female without a harness, helmet, or mouthpiece
Mannn...I just finished a Dragon Saddling with a 350 pounder and she broke my arm because I didn't have the proper safety equipment
Dragon Saddling by Kayyyy Lowwww April 29, 2026
When two lovers fall asleep or cuddle whilst one is penetrating the other. No thrusting is involved.

Originates from the Yahoo Answers question featured on My Brother My Brother and Me (9-12-2011).
It is impossible to perform swaddling for more than 30 seconds. If you can, you might be with the wrong gender or person.
Swaddling by Stocky Gentleman September 12, 2011
A sex act when the man puts his penis into the woman's vagina and then they simply fall asleep for the remainder of the night.
Popularized by Griffin Mcelroy from MyBrotherMyBrotherAndMe
"I had the strangest dream, then I remembered Griffin and I were swaddling last night."
Swaddling by GriffinMcelroyLover September 13, 2011
More from Urban Dictionary

Pee Calculus

When you have to pee in a movie but don’t want to miss anything, and must do the following mental equation: will the amount I have to pee cause enough discomfort to diminish my attention capacity for the remainder of the movie to an extent which is greater than the amount of the movie I would miss by making a mad dash to the restroom.
I saw Satantango last night, wonderful film but by the 5th hour I had to start doing pee calculus.
Pee Calculus by anorlondo October 1, 2026
Word of the Day on October 2, 2026
Literally "dirty" pronounced with a West Indian accent. Can also have a positive connotation, for example Sean Paul's album title "Dutty Rock".
"The girl is pretty but she corrupt and dutty!"

or, in a positive usage:

"Booya! That freestyle was dutty!"
Dutty by J Hall April 3, 2003
Word of the Day on October 1, 2026
korean word for madam, older woman
Ajumma wait a moment
Ajumma by aintnotinbutnice July 5, 2009
Word of the Day on September 30, 2026

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.
Chad: Hey Brent I sent you the new backend API change to review, it’s only 100 files changed.

Brent: he just tossed me a slop grenade
Slop Grenade by Joe Squid September 28, 2026
Word of the Day on September 29, 2026
Short-hand for the word floccinaucinihilipilification, meaning the estimation of something as valueless (encountered mainly as an example of one of the longest words in the English language).
After we broke up, he was floxi to me.
floxi by Dr. Geek May 13, 2009
Word of the Day on September 28, 2026
NYC people who migrate north to Quahog, RI to see the leaves in the fall.
New York and everyone from there can fornicate themselves with an iron stick.
leafers by ss++ February 8, 2005
Word of the Day on September 27, 2026
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