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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."
by Lais May 27, 2006
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Apr 20 Word of the Day
A term used to reference cannabis/marijuana/weed.
This Jazz Cabbage got me zooted. Jazz Cabbage is less harmful than Squares. I’m smoking that Jazz Cabbage boy.
by Gypsiehood97 December 30, 2017
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2
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!'
via giphy
by Two Spoon Destroyer December 10, 2020
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