Five Hole

Beneath the male or transsexual scrotum, above the taint, there lies a fleshy patch that when the correct pressure is applied, usually by an erect penis dripping in apple martini lube, gives way and forms its cavernous orifice known as The Five Hole.
This action/location is not limited to gay or transsexual intercourse. Strap-on's and other forms of penetrative objects are permitted. The discoverers of the Five Hole encourage experimentation.

If you would like to learn more on The Five Hole/Variations on The Five Hole also see:

The Russian Mitten
Swashbuckling
Rossing (Bob Rossing)
Muppeteering
Kellering
Squirreling

verb-"Hey Bill, you're looking at me like you wanna go Five Hole or something"
"Let's go Five Hole with our socks on"

noun- "I'm gonna fist your Five Hole"(see RUSSIAN MITTEN)

adjective- "Your chapped lips look Five Hole-ish"

by Steve Nonjourney- Perry June 13, 2009

five-hole

n. Ice hockey term for the space between the goalie's legs. Also a sexual euphemism.

.................................

Hey Pierre. Stick it in the five-hole, eh!

by gnostic 1 July 18, 2012

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

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 October 2, 2007

Five In The Same Hole

Flamingo and Friends.
The "Flamingo and Friends" consist of one female and five men.
This is Five In The Same Hole.

It's hard to fit, but they manage.

"Yo bro, wanna watch some Five In The Same Hole?"
"Flamingo and Friends?"
"Yeah bro"
"Bettttt"

by therealmodshonda#1fan January 17, 2023

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!!!

by taylornevertrustsaplayboy May 28, 2019

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 15, 2008