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A Loopholer is someone who exploits a weakness or exception that allows them to circumvent or otherwise avoid the rules, policy, directions, or commandments. A Loopholer will search for and use loopholes strategically in a variety of circumstances, including taxes, politics, courtrooms and relationships.
A Loopholer would say....."They are only pictures of my genitalia, it could be anyones junk because my face isn't in them."
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Fucking your christian girlfriend in the ass because she wants to stay a vaginal virgin until marriage.
"Lacy and I fucked for hours but I had to use the loophole"
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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."
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A derogatory term coined by statist control freaks to demonise a Freedom they have not yet destroyed, but plan to.
The Canadian government intends to close small business tax loopholes that currently allow entrepreneurs to reinvest in their businesses at a low rate of taxation.
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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!'
The act of tearing a hole through a woman's belly button with your dominant hand during sex and jerking off your dick that is in her vaginal cavity. It's easier on MILF with past Cesarean section surgery's as scars are easier to rip open once again.
Alston was Ball's deep in Autumn last week. After an hour and a half, It just wasn't enough so he decided to do the loophole. Came after five minutes. Best sex ever!
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A door with a glowing red exit sign.
Person 1: Blah, blah, blah, blah, blah (gossip)... What are you looking at? I'm over here.
Person 2: Oh, just looking for loopholes.
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