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.
Also me: I'm bout to get on yo Humpty Dumpty looking ass headass boy.
by Yeetgod 21 November 23, 2020
Get the Headassmug. People that have a name starting with an A and ending with an E. They’re a whole headass and never speak true fax.
by Yourmomsgae69 August 20, 2019
Get the Headassmug. by warrobotsalt August 10, 2019
Get the Headassmug. 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
Get the Headassmug. 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.
Boy 2: Shut yo expo marker built ass up.
by iSnagThoseYT April 4, 2019
Get the Headassmug. by willijay June 16, 2018
Get the Headassmug.