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
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."
"Bro, I just Stanley Cupped that huge bitch."
"I felt like a winner after Stanley Cupping that bitch."
by technoruss June 13, 2012
by natalie298755 October 9, 2009
by howlincoyote2k1 October 28, 2010
The holy grail in hockey, the champion of the NHL gets it and their names on it also, the best trophy in sports.
by cardinal_fan October 21, 2004
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
by ted sells June 26, 2006
When you fist a girl anally and vaginally hold her above your head like a trophy and shake her up and down as if you won the Stanley cup
by LJA9107 December 2, 2017
in connection with sexual intercourse the proverbial "Stanley Cup" is a Game within a mostly lesbian sexual act called Canada's History involving maple syrup as a lubricant. The winner of the "Stanley Cup" reiceves oral pleasuring from the losing parties.
Girl 1:
Why was Susan in such a good mood today?
Girl 2:
When we studied Canada's History last night Susan won the Stanley Cup and therefore we had to eat her out while licking all of the maple syrup off her cunt.
Why was Susan in such a good mood today?
Girl 2:
When we studied Canada's History last night Susan won the Stanley Cup and therefore we had to eat her out while licking all of the maple syrup off her cunt.
by LittleStevieC February 6, 2010