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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
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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
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

sans sheriff 

Lawless use of fonts or typography, with no regard to aesthetics or legibility
I'm putting this CV straight in the bin. Written totally sans sheriff.
sans sheriff by Jamarley July 3, 2019

Breadhead 

Someone who is addicted to obtaining money and building wealth. A money addict and fanatic. Breadheads often work more than one full-time job, and some even participate in illicit activities to "obtain the bread".
A breadhead is like a crackhead, but for money instead of crack.
Breadhead by 🅱️ U S 3 4 8 March 30, 2022