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."

Stanley Cupping by technoruss December 15, 2012

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

Stanley Cuping It by Bar Down all day son October 20, 2010