Bossman gang 

A group of savage individuals who raid highly followed annoying people on the internet. All raids include something with the word bossman in it, lead by the great negusflex and edgyliveleak.

Yo the bossman gang just hit 6ix9ine hard 40k in 12 hours.

Bossman gang by Sticky Incest July 26, 2018

BoSsMaN aRmY 

BoSsMaN aRmY Is an exclusive alliance of raiders and extremists of whom have given up their life to serve the almighty negusflex. This army of extraordinary beings is the supremacy of the universe.

“Hey Cletus do you know anything about the BoSsMaN aRmY.”
“Oh fuck my momma and call me billy I wish I was of cool enough to be apart of that organisation jimmy.”

BoSsMaN aRmY by BoSsMan SoLdIeR July 27, 2018

bossman dong

Bossman Dong
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Bossman dong

bossman dong by Nick Guurr April 9, 2020

BOSSMAN Jaden 

He’s the big boss around, everyone respect him even Kelly, he has the biggest dick around all his peers.

Ayo #bossman Jaden lemme see that fat cock of yours

Boss man whips out fat cock

BOSSMAN Jaden by Toni man February 8, 2021

bossman pookie 

A person who is powered or a person who runs shit. 😬✌️🤙🏽

Dat nigga da real bossman pookie.

bossman pookie by Fyekidd2k November 19, 2018

Bossman Bailey 

this refers to the name that Matt Bailey received in early September of 2009. He goes by Bossman Bailey when he defeats less competent people in bowling by one pin, even though it was only the fourth time the Bossman had played in his life. The Bossman Bailey rules over The Boss and all other Boss-like references

Mason: your a bitch!!!

Bailey: you can call me Bossman Bailey!

Bossman Bailey by dragonbasketball43 October 5, 2009

Bossman Bailey 

A bitch that narrowly beats out a superior player in a game of bowling.

Cody: I cannot believe he just beat you, and by one point!

Carson: I know, he's Bossman Bailey.

Bossman Bailey by The One And Only Pussymonster October 7, 2009