2 definitions by Thatkevinguy

A gay man's asshole, usually found on cowboys. Oftentimes is invaded by other men and given the dreaded Heath Ledger.
Person 1: "Man, that guy looks like a fag, I'll bet he takes it in the Gyllenhole...:
Person 2: "Yeah, but where would you find a cowboy desperate enough to Heath Ledger his dirty ass?"
Person 1: "Ah, I saw how you were staring at him, you Heath Ledgering fag...get away from me"
by Thatkevinguy January 25, 2008
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For one man to fuck another man in the ass. Usually performed by cowboys upon one another.
Person 1: "Dude, I was walking through the park the other day, and I seen this fag in the bushes Heath Ledgering this other guy right in the Gyllenhole"
Person 2: "That's some sick-ass shit right there, man."
Person 1: "Yeah, it was brokeback mountian all over again."

Person 1: "After seeing Brokeback Mountain, I just can't watch Donnie Darko anymore. I keep thinking Frank the Bunny is going to take off his mask and turn out the be Heath Ledger - then he will proceed to bend over Donni and Heath ledger him in the Gyllenhole..."
Person 2: "Dude, that sucks...another perfectly good movie ruined by a bunch of assfucking cowboys..."
Person 1: "I know, it's sad - isn't it?"
by Thatkevinguy January 25, 2008
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