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.

by The One And Only Pussymonster October 7, 2009

Cuff Da Bossman

Something is over

We won this game, cuff da bossman

by ballerstatush March 15, 2010

Bossman

A term to used to describe Kerry Trapps, Stranger Pings Team Leader.

our kez is a BOSSMAN

by diabeticduck April 6, 2020

Bossman

Will Smith.

Bossman keep your head up King

by willsmithsuppoter July 19, 2020

Bossman

Chicken shop owner (UK Slang)

Ayo bossman give me dem chicken curries

by Devinator-690 October 14, 2020

Bossman Flop

This particular belly flop encompasses the traditional belly flop with the addition of stomach slapping, gestures and verbalized bravado proclaiming himself to be a profound belly flopper and often challenging other belly floppers to a belly flop dual.

My Bossman Flop was off the hook! it was the mother of all belly flops! I challenge anyone to out belly flop me! The above statements are normally made at the sametime as strutting around like a rooster and slapping one's belly with their hands.

by Jamesamw June 6, 2017

Bossman

Saywan Tahir also referred to as S2

Saywan is the ultimate Bossman

by S1 October 19, 2021