Hardcore urban dictionary pimp. Does not seem to be able to comprehend that his definitions (or rather hilarious attempts at looking hard)don't make him look like a thugged out killer, but rather a weak loser who can't be a thug in reality and ergo pretends to be one through the anonomynity of the internet. Also seems to think that only gang-banging killas such as himself have the connections to buy a sack of trees, much less smoke them properly. Known to talk out of his ass (e.g. acting like a low rent teenage POF like him has actually handled a two thousand dollar gun before, and that tripping isn't even comparable to being high, constantly accusing people of 'never having smoked'.) Makes threats of violence he cannot possibly carry out against those who aren't fans of a couple of queer clowns who rap.
All the badasses I know go on Urban Dictionary to talk shit and make empty threats of violence against people who don't agree with them on music. Ooh I am so afraid Joe is going to hop on his bike and come get me. Too bad He's an illiterate teenage middle school dropout who 'don't need school' so the street signs will confuse the shit out of him and he'll end up in a ghetto and be robbed and stripped by some non-internet thugs.
by shoelessjoegothisassowned January 24, 2004
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Joe Jackson, most commonly known as Shoeless Joe Jackson, after a incident where he had so many blisters on his feet because of his cleats; he decided to play his next game without cleats, and a fan yelled "You shoeless son of a gun, you!", the name stuck.

He is also known for his contrversey in the 1919 World Series agains the Cincinnati Reds. At the time, he was playing for the Chicago White Sox (later became known as the Black Sox Scandal). But, a mafia, decided to ask a couple white sox players to throw the game. Shoeless Joe Jackson said he never accepted the money. He also hit the only home run of the series. The White Sox did eventually lose the series, but Joe had lost his chance in basbeall. Kenesaw Mountian Landis banned Joe from baseballl to clean up all the bad acts going on in baseball. To this day, Shoeless Joe Jackson, the second highest career beatting average ever alltime, is ineligible for the hall of fame.
"Shoeless" Joe Jackson deserves to be in the hll of fame.
by Baseball Phanatic June 14, 2009
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1.a homeless person who wears no shoes

2.an insult implying that the person u are saying it to is poor.
1."theres so many shoeless joes in New York"

2."you pov shoeless joe!"
by Talon May 31, 2004
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A legendary bro with epic batting skills who, once thought dead, has magically appeared in a cornfield behind your house. This bro will convince you to build a baseball diamond so you can play catch with your dead father.
Farmer: "What are you grinning at, you ghost?"

Shoeless Bro Jackson: "If you build it... HE will come, bro."
by bloomintemp8 October 13, 2011
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Slang for trying to finger bang a girl with all 5 of your toes into her 1 vagina hole.
Hey Sara, how’s that UTI?
“Turns out it was athletes foot from that shoeless par 5 with Xavier!”
by Negus45 August 29, 2022
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