Hole in two

When a male performing anal sex to a girl, proceeds to pop both of his testicles into the girl's anus with his genitalia. Proceeding this the male often will say "whole in two"

*pop pop*
Guy: HOLE IN TWO!!!!!
Girl: Take em out...

Hole in two by TheBigGH September 25, 2011

Hole in Two

A sexual act of the "German Miner Surpise" category, in which the male has the female positioned 'doggy style' (P-1469) and prepares for insertion, but surprises the female by instead inserting himself into 'door no. 2' (Hole-2).

"Oh yeah, stick it in"
"It's going in"
"John.....?......OH MY GOD! YOU DID NOT JUST GIVE ME A HOLE IN TWO!"

Hole in Two by German Sexual Deviant April 11, 2005

hole-in-two

The act of cumming any two of the following: a woman's ass, pussy, or her mouth all in one orgasm (or a man's ass AND mouth). It takes both good control and, with the ass or pussy to mouth, a longer orgasm with a large load.

Patrick fucked her ass hard until he started to cum. Then he used his kegel muscles to hold himself mid-cum while he quickly slipped his cock from her ass to her pussy and completed the hole-in-two.

hole-in-two by Kate Charlton February 9, 2008

San Francisco Hole in Two 

When one sticks his own or a partners testicles inside the anus of a person.

They were having such rough sex that he gave her a San Francisco Hole in Two.

San Francisco Hole in Two by SanFranbuttsecks October 25, 2007

i'd throw it in the two hole 

An expression used to indicate that one finds a female reasonably attractive. Literally means that given the chance, you would like to engage in anal intercourse with her.

Britney: "Dad, I'd like you to meet my boyfriend, Kevin."
Dad: "Nice to meet you, Kevin. Now I want you to take good care of my daughter. She's a beautiful young lady and you should treat her with the respect she deserves."
Kevin: "You got that right, Pops. I'd throw it in the two hole. Can't wait to chuck my junk in that."
Dad: "Excuse me?"
Kevin: "Hey old man, you got a shitter around here? I got fuckin' plastered last night at the strip club and I've got some wicked beer shits."

i'd throw it in the two hole by Nick D August 28, 2005

Two in the Glory Hole 

when a man sticks his testicles into a woman's agape asshole repeatedly until he then sticks his penis into her asshole and ejaculates.

Depending on the radius of the asshole one's testicles may be sore after repeated penetration

Friend 1: Dude how wild was that chick last night?

Friend 2: Crazy man, she made me do two in the glory hole until i nutted right up in her ass, my balls hurt like hell though

Two in the Glory Hole by Barcelona Supporter April 25, 2011

Cheeks 

An Irish phrase meaning shit, derived from ass
(Not to be confused with the literal description of one's buttocks)

"Did you hear the song Aylek$ dropped?"
"Hardly. Her music is absolute cheeks."

"My boyfriend say LaFlame is cheeks."
"Tell your boyfriend I said it's his mixtape that's cheeks."

Cheeks by thecartisan April 26, 2020