Headass 

1. A term used when one says something either obscured, unbelievable, or stupid (when trying to be funny)
2. A term used at the end of an insult when talking about someone

Ex 1: (Nerdy boy & Regular Boy Conversation)
Nerd: Guess what bro?
Boy: What is it?
Nerd: I be pulling tons of females!!!
Boy: Headass!!

Ex 2: (When talking to someone with a big head)
Bully: Man if you don't get your gumball machine headass away from me.

Headass by DFW817 February 25, 2013

Pee pee poo poo headass 

A phrase that is usually said on Twitter in reply to tweets containing the words, “pp” or “pee”.

Origin is unknown

“That made my pp tingle XD”

“Pee pee poo poo headass”

Pee pee poo poo headass by BarfBelly77 September 4, 2019

Headass Insurance 

When someone says "headass" at the end of a statement or question to make it seem like they're joking, when in reality they're serious.

"Hey James, want to eat at McDonald's? Headass"
"Good thing you had headass insurance, i thought you were serious!"

Headass Insurance by Bobbylight69su June 8, 2018

Headass 

1. A generic insult
2. An insult that attacks a person's intellegence

Tom's headass just got suspended for drinking in school.

Headass by ethswriter June 7, 2009

Goodie Goodie Headass 

use this term for people that are suck ups and dick ride people all the time, Can be used as another way of calling someone a pussy.

Ben:I’m telling mom that you failed your test Ella: why do you always have to be such a goodie goodie headass like go away omg

Ella: Robby, why do you always have to be a goodie goodie headass, come to the after party

robby: no I can’t I have homework

Ella: GOODIE GOODIE HEADASS OMG

Goodie Goodie Headass by Bertakag0d September 21, 2019

Headass 

1. Headass is the word used to describe anything or anyone whom displays a characteristic or trait which would make someone roast them using the word "headass"

2. Headass is a noun and adjective that can be used during a "roast session" to describe the person being roasted without any physical relevance. (headass is mostly a personality trait but can also be the result of outfit decision or word choice) also includes "faced-ass", "lookin-ass", "havin-ass", "ugly-ahh"

EX: boy i"m on your travel sized shoes Headass. Ol` "a nut a day keeps the thots away" Headass
EX: those shoes lookin extra headass today.

Headass by Heve Starvey December 8, 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