urban loophole

Rejected definitions can be resubmitted indefinitely.

Thanks to the urban loophole, my controversial submission went around UD for months before finally being published.

by TreeWeezel April 26, 2011

Halliburton Loophole

The worst sex position EVER.

Mentioned on The Daily Show with Jon Stewart 21 June 2010

I got a halliburton loophole last thursday. My family is dead.

by Rob_blah June 24, 2010

butthole is the loophole

When a girl says "no sex until marriage" so you have butt sex to still go by her words

The butthole is the loophole when it comes to abstinence

by Bootylover6996 April 25, 2017

Cheaters Loophole

Adultry is only acceptable in the conditions that a person sleeps with someone who is infact more attractive than their current partner

Man 1: "Hey man did you cheat on your girlfriend? That's terrible!"
Man 2: Yes but it was with someone who falls within the cheaters loophole"
Man 1 "well in that case it's perfectly reasonable have a nice day"

by ThiccAssEater69420 July 15, 2019

sloppy loophole

When someone sucks your thumb until completely wet and then you stick your thumb up their ass

My boyfriend gave me a sloppy loophole his thumb was slipping everywhere

by Harvey3089 June 18, 2016

Loophole Fucked

Finding a loop hole to fuck someone or fuck them over.

Damn Jon was in another state and had sex with someone else. He sure loophole fucked me.

by Oh Throbert May 18, 2022

Chinese loophole

The act of placing one's own testicles into a woman's anus, and then twisting her a full 360 degrees, which will physically twist your own testicles, causing either great pain or pleasure depending on personal preference.

Ryan: Hey How'd last night go with Catrina?
Jordan: Pretty good, I performed a Chinese loophole on her, absolutely wrecked me balls like but she found it pleasurable.

by Roast Chicken May 27, 2014