A sex act, involving wearing moose antlers on one's head, while pouring maple syrup either into the anus or vagina, or in some cases both, excreting said maple syrup into the Stanley Cup and then orally ingesting the maple syrup from the Stanley Cup, and spitting it up into the air, in an attempt to fully cover the moose antlers.
Did you see that Canadian porno where those 2 chicks both did Canada's History? That was almost worse than 2 girls 1 cup.
by Colberttoldmeto February 5, 2010

by RaiinBoi February 4, 2010

to have sex with a moose while covered with maple syrup and gravy while neil young plays in the backround. and the beaver watches
by Dillsnufus February 5, 2010

the act of taking the Stanley cup, half of a rack of moose antlers, a jug of maple syrup and a syringe full of urine and placing them into a woman's vagina/anus.
"i gave Megan a canada's history last night, it was RIDICULOUS!"
"shit man a canada's history?! where'd you get the Stanley cup from?!?"
"shit man a canada's history?! where'd you get the Stanley cup from?!?"
by richard swet February 11, 2010

As in "Yeah, Doug is a nice guy...but intercourse with him is just like Canada's History - pretty short, boring and full of apologies."
by MechaStewart February 4, 2010

A sex act performed between a man and a woman involving moose antlers, a jug of maple syrup, and the Stanley Cup. Essentially, the man wears the full rack of moose antlers while the woman inserts the Stanley Cup into her vagina using the maple syrup as a lubricant. The two partners then engage in anal intercourse.
by The Big Colbertski February 4, 2010

Sexual act involving maple syrup as lubricant and moose antlers as a dildo. Extreme practioners are known to use the Stanley Cup to catch the blood from the torn vagina after its been shredded by the antlers and drink from it. A celebratory hoot of "Aye!" is usually customary if the act goes through without any intenal damage.
by Alexial February 6, 2010
