five hole

An "accidental" slippage during sex where the dick comes out too far and goes into the ass.
Dude I totally five holed her last night! *high fives all around*
by sean/book April 20, 2006
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five-hole

Used to describe a really attractive girl. Based of the hockey definition for the region between the goalie's legs, implying that the woman is so hot that you would consider having anal sex (or regular sex) with her if possible.
Holy crap, did you see how good Mandy looked today?! Frickin' five-hole!
by Lawrence K. February 24, 2010
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five hole

i popped her in her five hole
by MikeD25 November 30, 2005
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five holes in the fence

A crackhead theory swifties came up with that they used to convince the internet that something was going to happen on March 1st 2019. It is used in the fandom to express their stupidity. Taylor Swift also called it “the best theory” because it’s the one swifties laugh about the most
Swifties: OMG THERE’S A NEW COUNTDOWN THAT’S GONNA END ON MARCH 1ST
Taylor: lol you wish
Swifties: BUT THERE WERE FIVE HOLES IN THE FENCE!!!
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Five-hole dangler

A reference to one's penis. Originates from the sport of hockey. The area between a hockey goalie's legs is known as the five-hole. Thus, one's penis dangles in the "five-hole region".
Where was their offensive line last night? They were
getting man-handled like Jimmy man-handles his twin brother's five-hole dangler.

And now that Denis is gone and the goal is all LeClaire, he's lookin' like a brick wall with a five-hole dangler....

Good news is, your daughter will love you unconditionally, and accept you for the country-club shoe, Fonzi-shirt wearin', micro-shwee, Fruity Pebble five-hole dangler, support-havin' fague you are.
by Wandymon September 19, 2007
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five-holes

Vans Authentics - In reference to the number of eyelets running up each side of the shoe. note:<i>never written with a "5" - dont be fucking lazy</i>
"did you see the colab that Syndicate did with Mr. Cartoon?"
"The five-holes?"
"Yeah."
"yeah, they're sick."
by pussyneck January 10, 2008
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