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Jackshaw 

An adjective to describe the attribute of chaotic beauty. Used only in sentences describing a person, place, thing, or event that exists or is created haphazardly, dangerously, yet brilliantly in a fashion that works better, looks better, and is generally more successful than anything that meets the standards of society.
Example 1

Person 1: How can we make this backpacking trip as jackshaw as possible?
Person 2: We stop thinking and go.

Person 1: I don't know if we should cross that bridge man, half of the planks are falling off, there are snakes on it, and you have a broken leg. This whole thing situation is pretty jackshaw.
Person 2: Fuck you.

Person 1: I just won a Pulitzer Prize for the novel I wrote about the adventure we survived 10 years ago! Fighting tigers, kissing natives, swinging on vines to escape hungry Howler monkeys, breaking bones and crossing decrepit bridges, I couldn't even make up that adventure if I tried.
Person 2: Cheers. *takes shot of bourbon*

Example 2

Wow, that Urban Dictionary definition is pretty jackshaw, but I kinda like it.
Jackshaw by tyq July 16, 2014
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jacksie towel 

A towel with a shit streak. Occurs when drying your anus that was inadequately washed.
Steve hung up his jacksie towel on Nellie's clothesline, shit streak out for all to admire.
jacksie towel by Gnub Jist September 9, 2016

jacksonconda 

A monster aged 57 years old living in Michael Jackson pants. It measures around 666 inches in length and 69 inches in thickness. The Jacksonconda lives off the buttholes of MJ haters. A great percentage of the female (and the male) population has shown interest in the data on Jacksonconda as well as the highlights and its multiple uses, but no one ever dared to admit it aloud. The media were too busy bantering about Michael Jackson's nose apparently. But then again, there were those fans flashing their nipples and humping and-

Nevermind.
See also: (the blessed) Gold Pants, Mikegasm, Michaelicious, Mike Jr., the Force etc.
As the popular culture indicates, his Jacksonconda don't-
Nevermind, we just watched the Bad Tour and got to sort ourselves out in the bathroom a bit.

jacksonconda 

A monster aged 57 years old living in Michael Jackson pants. It measures around 666 inches in length and 69 inches in thickness. The Jacksonconda lives off the buttholes of MJ haters. A great percentage of the female (and the male) population has shown interest in the data on Jacksonconda as well as the highlights and its multiple uses, but no one ever dared to admit it aloud. The media were too busy bantering about Michael Jackson's nose apparently. But then again, there were those fans flashing their nipples and humping and-

Nevermind.
See also: (the blessed) Gold Pants, Mikegasm, Michaelicious, Mike Jr., the Force etc.
As the popular culture indicates, his Jacksonconda don't-
Nevermind, we just watched the Bad Tour and got to sort ourselves out in the bathroom a bit.

jackson passaglia 

a sexy hot beautiful man.
me: hey baby jackson passaglia
jackson passaglia: hey mamasita

look him up on tik tok: @jacksonpassaglia

stonewall jacksoned 

When you and a partner begin to engage in a sexual act, but when you want to go further, your partner rejects you. It is called "stonewall jacksoned" because your partner often has impenetrable defences.
Guy 1: Man I started messing areound with Nicole the other day but as soon as it started getting hot she Stonewall Jacksoned me!

Guy 2: How can something so evil possible exist...

Bean's Jackstalk 

Bean's Jackstalk is what happened when Jack accidentally bent over in front of the beanstalk and it went way up his ass.
Bean's Jackstalk is something all men fear, like the Ruins, except worse.