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(Description) A drinking challenge involving three people, a large bucket of ice water and a beer.

(Execution) The participants legs are hoisted upon the shoulders of the two spotters in a similar fashion as a keg stand. The participant then submerges his or her head into the ice water as long as possible. When said participant can no longer stand the ice and or hold their breath, they are then brought back up and are then required to immediately shotgun a beer. The accomplishment of the Leo leaves the victor a in a bit of a disoriented state yet filled with extreme satisfaction.

(Origin) Created at Indiana University, it is named the Leo due to its ice watery connection to Leo DiCaprio in 'Titanic.' Except Jack was a total bitch about it.
Ben: Dude, after we do the Chumbawumba Challenge this afternoon, we need to do the Leo!

Aaron: Fuck yes!
The Leo by rondogmiss June 21, 2011
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When one of male decent ejaculates into one female decent vaginal canal then proceeds to use his food hole to suck his own ejaculants out of the vagina
I sure hoped he brushed his teeth after he did the Leo on that girl
The leo by Pitterpatter1 January 28, 2020
the art of buying edibles in order to die #fuckleolewisandhislilhuddydick
hey guys i’m feeling a bit pressed i think i’m gonna do the leo”
the leo by ur.mom123 February 8, 2021

The Leo Classic 

When you’re making out with a vagina’d individual and you give them an affectionate ‘lil slap on the cooch.
“I was making out with Amy last night and I really escalated things by giving her The Leo Classic!”
The Leo Classic by Dawg87 June 25, 2023

Leo the Oreo 

Leo the Oreo: Oreos give you fucking Diabetes.
Leo the Oreo by Dr. Vapority November 25, 2019

Leo the Mao 

Highest king and founder of the Kekeke dynasty, which rules over Billistan until today.
He appears to be extremely inbred, which caused him to lose the ability to meow properly.
I had such an honor to be scratched by King Leo the Mao today. I feel so blessed.
Leo the Mao by Leothechonkermao November 24, 2021

LEO the Lyin' 

Da zodiac sign dat crooked forked-tongued piglicemen are born under.
Billy Flynn claimed dat da crowd wouldn't be able to "hear da truth above da roar"; maybe he was thinking about said loud/deep intonations coming from LEO the Lyin', since it's widely known dat "LEO" --- acronym for "law enforcement officer" --- members are known to "fib freely" in order to extract information and/or confessions from people.
LEO the Lyin' by QuacksO May 20, 2022