Headass

1. When someone acts like their head is in their ass

2. Used for jokes

3. Used by people who don't know how to come up with an insult

Shut yo Kermit the Frog lookin' headass up

by mymansnothot November 2, 2017

Headass

When someone is excruciatingly stupid, repeats redundant information, someone who just doesn't get it.

Treyvvon came to the office today asking Jakala what is for lunch. She replied "headass"!

by chendrixj January 6, 2017

Headass

someone who has their head so far up someone's ass. Always in other people's business.

"did you hear that Jenn and Sebastian broke up? because he has a small penis"

"Abbey quit being a headass"

by idklmaoyoloheadass January 29, 2017

Headass

A word originating from the Chicagoland area. "Headass" is used to Roast people of any decent.

"You man's is a headass bitch on foe nem."

by willijay June 16, 2018

Headass

Boy 1: Boy if you don’t get to train track teeth faceass up outta here.
Boy 2: Shut yo expo marker built ass up.

Shut your my eyebrows connect like legos headass outta here.

by iSnagThoseYT April 4, 2019

Headass

1) A term used at the end of a funny, insulting joke.

2) A term used to describe someone who is doing something nice and corny.

ex #1/ “ Shut yo ass up with your noodle headass.”

ex #2/ ex/“ Jay’s headass got us ankle bracelets <3.”

by jordi147 June 16, 2019

Headass

When you accidentally misspell deadass and it creates quite the confusion confusion

This man: Dude this guy needs some milk, headass.
That guy: Dude, wtf 😂

by warrobotsalt August 10, 2019