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
by dragonbasketball43 October 05, 2009
when a girl masturbates during a movie while with her bestfriend then proceeds to look up pornography in barns and noble :)
by crazyazzbiatch January 09, 2011
Pure-feltcher
by jonny doesnt know November 19, 2010
The coolest person you can think of. This chick is so gorgeous. They all want her. She'll be famous one day
She is sooo Bailey Pickle!
by My Fake Name March 10, 2014
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.
by Doodles 1947 June 24, 2014
by urmumgae6969 December 23, 2019
Very sexy girl! That would go out of her way for anyone, very loving and kind and she's zac's girlfriend
by Arianne Bailey June 14, 2016