A woman does a handstand with legs spread, while performing oral sex on a man. The man, meanwhile, turns a jug of maple syrup upside down and inserts ( without it's cap on it) into her vaginal area...... When It completely drains, both quickly run over to the stanley cup ( or a fake copy) and each shoves an end into their anus while licking hockey sticks.

Getting very politely fucked by the English for over 200 years

verb. The godless sexual act of using the Stanley Cup as a weapon or date rape drug, to lure unsuspecting victims into a 'moose styled'(involving moose antlers and a jug of maple syrup for lube) reverse reach around and possible 'anal activities'. A US version of this act is known as "A night with Sarah Palin".

To spend an entire night trying to do all of the sex acts described on urbandictionary.com

Including:
Angry Dragon
Alaskan Tailpipe
The Electric Chair
Cosby Sweater
Brown Necktie
The Carpet Cleaner
Chocolate Pizza
Dog In A Bathtub
rusty trombone
blimpie
Donkey Punches
Jelly Donut
The Flying Camel
Aunt Jemima's Gumbo
rose budding
Alabama Hot Pocket

and anything/everything else

A sexual act so vile and depraved it is almost a violation of the FCC for Stephen Colbert to mention it on T.V. It involves drinking vaginal fluid, piss, shit and semen out of the Stanley cup, while getting gored in the ass by a moose's antler dipped in maple syrup (the moose is also getting fucked in the ass), then puking all the substances out into the cup then switching roles with your partner and allowing them to drink from the cup, in a vicious, sexually depraved cycle.

Canada's history is a sex act involving only the oldest Canadians. The act is performed by visiting a graveyard and finding the oldest Canadian in the graveyard. Once the oldest Canadian is found, it is exhumed from it's reseting place. It must then adequately lubed up in Maple Syrup, preferably from Vermont to add insult to injury. The next step is the hardest, as you must make sure to fill up all the subjects holes adequately. The final act, then, is to have an additional participant climb the deceased's tombstone and perform a full-heigh elbow drop, expelling all of Canada's History onto the happy recipients.

The sexual act of: Finding a wild beaver, shaving said beaver, and rubbing maple syrup all over the beaver. Finding a moose, and placing the beaver inside the moose in the most violent manner possible. Sodomizing the moose. Killing the moose and roasting it over a bonfire made of dead maple trees. Eating the moose and beaver like a turducken, while Pamela Anderson breast feeds Stephen Colbert's Grammy. Then using the Stanley Cup as a pimp cup to sip purple drank. All the while using the word "Eh?" and blaming your sexual depravity on Canada as much as humanly possible. Once finished you must change your name to preserve your image as "wholesome."