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!"
"It's going in"
"John.....?......OH MY GOD! YOU DID NOT JUST GIVE ME A HOLE IN TWO!"
by German Sexual Deviant April 12, 2005
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.
by Kate Charlton February 09, 2008
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"
by TheBigGH May 25, 2011
by SanFranbuttsecks October 10, 2007