Top Definition
Butt-fucking; anal intercourse; penetrating the rosebud with one's prong.
Captain Pissgums and his pervert pirates were always cornholing one another and anything else that moved.
by octopod June 13, 2004
the secret meaning behind the song "Ride Capatin Ride" by The Blues Image. this song continues to talk about men going up to San Francisco to travel on "another shore," meaning the anus. The "Captain" is riding a mystery ship which means he is cornholing his fellow gay(sticking it up the butt that is).
"Dude, this song is about sea travel, I'm telling you."

"Shut up Kyle, its totally about a dude cornholing 73 other guys while calling his dick a Captain."
by mycockismycaptain April 27, 2009
To shove an ear of corn up your female partners asshole. Next fuck her until you are about to cum. Then go in with the corn and ejaculate. Take the corn out, twisting as you do it to get as much shit and cum on it as possible. Make her eat it. Take the cob and shove it up her vagina until you can't go any deeper (up to the elbow or shoulder should be enough) then turn it side ways so it does not fall out. Finally donkey punch her until she is unconscious. When she awakes she will not be able to remove it on her own and have to get a friend or doctor to remove it heightening the embarrassment.
I cornholed her hard, I heard from one of her friends that her Mom had to get the corn out and she was pissed that this happened. I do cornholing to all my one-night-stands makes sure they know I mean business.
by Thunderous fucker. February 17, 2014
the official activity of jails and prison showers
YO!!!, stop cornholing me. FAGGOT
by tatomuck1 March 26, 2009
when you pick corn, and put the aformentioned corn in a random mailbox, and imagine the expression on the owner's face when they open their mailbox.
Chris Chris, dude, check it out, I cornholed at least 7 mailboxes last night!!! Going cornholing is the best.


by piss up my ass April 16, 2010
the act of sitting in such a way, on purpose, that your penis slips in between your butt cheeks and you have to fart to pop it out. When done by accident, it is just called corndogging.
John is such a pervert he was cornholing at his own wedding.
by spider420 October 31, 2008

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