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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!
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when a girl masturbates during a movie while with her bestfriend then proceeds to look up pornography in barns and noble :)
girl 1: are you penetrating yourself?!
girl 2: uhhhhhhh
girl 1: looks like you're pulling a bailey
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Pure-feltcher
did you see that brandon bailey the other day, he loved the cum on his boyfriends bum
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The coolest person you can think of. This chick is so gorgeous. They all want her. She'll be famous one day
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bum-bailey is a phrase coined by Shakespeare, and most recently coming into prominence as a term widely used on the www.peepsplace.com forum to describe a poster using the screen name Dave "The Meatman" Scandaliato, who portrays himself as a homosexual gambling tout frequenting cheap hotels in Las Vegas.
I'm not scared to wear a woman's thong, bum-bailey, I just have the minimum sense of self esteem not to do it.
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racist man. says the n word a lot however is white. ceo of racism
person 1: (says n-word)
person 2: stop being a jake bailey
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a person who ditches someone or a commitment.
person 1: here's the assignment.
person 2: it was due two months ago...
person 1: oh yeah , sorry i wasn't feeling like it.
person 2: ugh, that's so bailey sarian of you.
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