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Stanley Cup

It weighs just 34 pounds, but takes a team of 20+ men to lift it.
Stanley Cup by howlincoyote2k1 October 28, 2010

stanley cup

The holy grail in hockey, the champion of the NHL gets it and their names on it also, the best trophy in sports.
It was a great day when Ray Bourque hoisted the Stanley Cup.
stanley cup by cardinal_fan October 21, 2004

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.
the stanley cup by ted sells June 26, 2006

Stanley Cup Hangover 

This is when the team that just won the Stanley cup has a rough start to the following season. Sometimes it lasts the whole season, but most of the time, such as with the Boston Bruins in 2011-2012, they get their game on in November and December.
The Boston Bruins started off the 2011-12 season 3-7, but they have overcome their Stanley Cup Hangover
Stanley Cup Hangover by Swaggster January 4, 2012

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"

Stanley Cup

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
She got a concussion from the Stanley cup I gave her last night
Stanley Cup by LJA9107 December 2, 2017