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

Usually an insult to a person who doesn't understand street language or any other subject for that matter. Or in other words, when you already roasted somebody then you say "headass boy" at the end of your sentence.

Me: Bruh, this man is dumb as hell.

Also me: I'm bout to get on yo Humpty Dumpty looking ass headass boy.

by Yeetgod 21 November 23, 2020

Headass

People that have a name starting with an A and ending with an E. They’re a whole headass and never speak true fax.

You’re a whole headass.

by Yourmomsgae69 August 20, 2019

Headass

Replying to a viral tweet and having your reply go semi-viral so you plug your basic ass Snapchat and Instagram under your semi-viral reply.

Wow did you see that kid plug his basic ass snapchat and instagram under that viral tweet? Headass mf lmfao

by badboy420 May 9, 2018

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