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

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Cuff Da Bossman

Something is over

We won this game, cuff da bossman

by ballerstatush March 15, 2010

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bossman kay

Richest Rapper in The World Goes By Yung Kay

Bossman kay has more money than the factory make.

by Gillboy dead April 18, 2018

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Bossman: (Noun) an autostic person who must say the word "raid" every five minutes; a person that usually has funny memes but annoys everyone with his/her dumbass cult of virgins that think its funny to spam comments on other people's posts

I'm an absolute retard; = I'm an bossman

by Big Dick Fabian July 7, 2018

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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

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