Skip to main content

loopholing 

The act of drastically exploiting a not-explicitly-forbidden part of a generally well-worded contract; grossly violating the spirit of the law but not the letter. Also, the act of having anal sex and still calling yourself a virgin.
Dick Cheney did some serious loopholing with that whole "it's ok to torture enemy combattants because they're neither soldiers nor civillians" thing.

"I know i'm trying to be celibate, but no one said anything about handjobs...i guess i did a lot of loopholing this weekend."

"I hear Catholic girls do some major loopholing."
loopholing by Lais May 31, 2006
loopholing mug front
Get the loopholing mug.
See more merch

Loopholing 

1. (Adjective) Consistently returning to the same destructive behaviour as before with no reason dor doing so.

2. (Verb) For a male, ejaculating inside a woman without using a condom but not getting her pregnant therefore finding a loophole in the biological cycle. Hence loopholing.
Caity: 'I'm really worried about Chris, he's loopholing again and I don't know what do!'

Joe: 'Just tell him to use a condom!'

Caity: 'It's not that.....He's shitting in the sink again!'
Loopholing by Two Spoon Destroyer December 10, 2020
Related Words

Loopoling 

two naked people do extreme acrobatics while preforming oral sex on the floor with cameras watching every move.
Lindsay Lohan..... ;) Loopoling

loopholish 

The act of containing multi-loopholes.
Internet Explorer is so loopholish.
loopholish by Joe December 28, 2004
The grindset is a contemporary ideology of self-exploitation disguised as strength, deeply tied to the aesthetics of the “sigma male” and to new digital forms of patriarchy. It promotes the idea that human worth depends on productivity, economic success, absolute emotional control, and the ability to work endlessly, turning vulnerability, rest, community, and tenderness into signs of weakness. Beneath its rhetoric of discipline and power often lies a profound inability to relate healthily to pain, fragility, and human interdependence.
“That’s the grindset, brother. While weak men sleep and complain, sigma males stay disciplined, work in silence, suppress emotions, and build power while everyone else wastes time chasing comfort.”
Grindset by Omega-Male May 22, 2026
Word of the Day on May 23, 2026
well known from south park
rednecks get angrry that future folk took there jobs so they yell
They took ouare jerbs!
Them future folk took ouare jerbs!
jerb by Jimberley Kim April 7, 2005
Word of the Day on May 22, 2026
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
Word of the Day on May 21, 2026