To tamper with one's hole, particularly, the asshole.
PERSON 1: I'm going to the bathroom to do some holeing.
PERSON 2: Okay.
by HoleDude69 June 29, 2017
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To deliver an affectionate/deserved romping of your woman's undercarriage.

One thing to note about a holeing that separates it from traditional intercourse is that neither oral/fore -play is prerequisite. This generally leads to a rather "rough-and-tumble" atmosphere where each and every relational dispute will find resolution in some hole or another.
Steve: Martha, could you check the calendar and see when our last holeing session was?

Martha: Well Steve , it says a week ago but I'm still having trouble walking!
by FungusAmongUs July 9, 2013
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Listen, at the end of the day, a hole is a hole is a hole. Sex is sex. When you get some, you get some. It doesn't matter who it's with, you're still getting some.
John: Brian, do you like guys or girls?
Brian: John, a hole is a hole is a hole. It doesn't matter what they are, sex is sex.
John: You right.
by SecretaryConfucius February 14, 2018
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the way you sleep when you MUST sleep with another male, under some extraordinary circumstances that will allow nothing else, so nothin wierd happens while you are sleepin
Jason: hey jason you sleep on top of the quilt i will sleep under

Dale: Nahhh lets just sleep hole to hole so i wont get cold
by Auneeezy October 12, 2005
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When you put your dick in her ass then drag it up into her pussy then back into her ass and so forth
Cheryl let me go hole to hole on her last night and now she's got a yeast infection..
by Huddski1877 December 11, 2021
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Polite, unoffensive manner to refer to someone as an asshole.
He is such an *A hole*.
by Devil421 November 26, 2003
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A place specifically designed for you to put your penis through.
Hole
by TheAutisticHumanBeing May 2, 2018
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