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Headassery 

The Headassery of Vape Squad 2.0 is unbelievable
Headassery by Lq3 May 11, 2016

Headassery 

Girl 1: my boyfriend cheated on me 2 weeks ago, but he’s changed now so we’re getting back together

Girl 2: Stop the headassery, you know damn well he hasn’t changed
Headassery by Cabbage11 April 23, 2018

Habadassery 

Like a haberdashery, but for badasses. Rathers than bowties and cufflinks, a habadassery sells leather jackets and explosions.

Currency in a habadassery usually takes the form of flying kicks, boners, and bullets to the face.

It is a little known fact that habadasserii (the plural spelling) actually existed before haberdasheries. Haberdasheries were created to cater for young men with more money than cojones, hoping to earn valuable street credits from fine tailoring rather than rough fisticuffs. Now the art of the habadasser is largely forgotten, and truly kick-ass explosions are hard to come by.
Foolish male: I need to go shopping for some dandy new clothes. Would you care to accompany me to the nearest haberdashery?

REAL MAN: What the hell? Shuck that jive!
I'm not shopping with you coz I'm not your wife!
Especially not in a gorram haberdashery,
My balls care not for such exotic finery.
Real men don't shop, non-stop they BUY.
And they only buy from habadasserii.
Also they intentionally rhyme, all the time.

Foolish male: That was quite a funky little song. Habadasserii?

REAL MAN: Its the plural of habadassery. Like octopii.
Habadassery by Blaah Blaah April 6, 2010

Headassery 

The act of one or the action that is headass or in other words foolish or wild.
Ex: *sees something fucked up*
"What kind of headassery is going on here?!"
Headassery by Mr.Headass April 17, 2017

Headassery 

One's stupidity on their own or another individual's behalf.
The amount of headassery at this place is unreal, I swear.
Headassery by StormFury/JaeTang April 23, 2018

Headassery 

the actions of being a headass
oml jessica, the headassery!!
Headassery by bayberia February 26, 2017