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the stanley cup

out of all the sports championships in the world...the stanley cup is the hardest to win. players must be in excellent physical and mental condition. Teams must advance through 4 grueling best-of-seven rounds to win the ultimate prize
the stanley cup is awarded to the winners of the playoffs. hockey fuckin rules.
by ted sells June 26, 2006
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two girls, one stanley cup

A sexual act in which two girls mimic the time honored tradition of the wining hockey team drinking champagne out of the Stanley Cup, by inverting a male participant with his legs spread wide, thus creating a cup out of his anal orifice from which they will then urinate into and then drink out of, sometimes with a straw.
"Those girls roll dirty, I heard they like to perform the two girls, one stanley cup"
by Barney Stenson October 30, 2013
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Beer ballin Stanley cup dipper

This word describes the canon event/tradition of every person who wins the Stanley cup. The winners all must dip their testicles into the Stanley cup trophy filled with beer
Im going to put my balls in the Stanley cup filled with beer. I’m going to beer ballin Stanley cup dipper
by Pennypie33333 May 25, 2025
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Stanley Cupping

The act of holding a female above your head in Stanley Cup fashion after engaging in intercourse with her. After NHL players win the Stanley Cup, each player holds and kisses The Cup in a specific, triumphant manor. This may be achieved by inserting your left middle and ring finger into the female's mouth, inserting your right middle and ring finger into her vagina, hoisting her above your head, lowering her to your mouth and kissing her stomach.

Origin: University of Delaware, 2011
"Bro, I just Stanley Cupped that tiny bitch."

"Bro, I just Stanley Cupped that huge bitch."

"I felt like a winner after Stanley Cupping that bitch."
by technoruss December 15, 2012
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Ottawa Stanley Cups

10 in total, won in the 1902/03, 1903/04, 1904/05, 1905/06 seasons making the Ottawa Senators the first Stanley cup dynasty team. cups were also won in the 1908/09, 1910/11, 1919/20, 1920/21, 1922/23, 1926/27 season. Often ignored by Leafs fans in thier illogical arguments about how Toronto is some how better.
Leafs Fan - Leafs are better then Ottawa, you guys have never even won a cup
Sens Fan - actualy there are 10 Ottawa Stanley Cups
Leafs Fan - those don't count
Sens Fan - well those Sens are about as related to our franchise as the 1967 Leafs are related to the clowns who wear the Leafs jersey today, also when was the last time you made the playoffs
Leafs Fan - ... ummm Sens suck
Sens Fan - Original
by Sam Walsh April 9, 2008
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Stanley Cuping It

The definition of a try hard who goes hard in every gym class sport especially floor hockey. It usually includes playing full contact (including but not limited to slashing to the shins and elbows to the face) and celebrating after every goal.
Doug: YEAH! GOAL!
Mac: Doug is such a try hard.
Chris: Yeah he's Stanley Cuping It
by Bar Down all day son October 20, 2010
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Stanley cupped

The act of a virgin who has an STD from being kissed by many hockey players
I didn't even sleep with her! How did I get herpes,? Must have been Stanley cupped
by In the hat April 2, 2017
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