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I coudln't believe it when that Jewish guy whipped out his headless horseman, I thought those guys had some kind of foreskin trimming part or something.
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an excruciatingly pleasureful yet taxing homosexual act in which both participants are simultaneously gagged and resemble the headless horseman mounted on his bucking bronco
Neil: Great headless horseman last night. You make one hell of a stallion.
Bob: Make me your pony slut.
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a panic stricken and/or illogical person
The once heroic veteran turned into a regular headless chicken overnight.
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A hot dog, sausage, weiner, or other cylindrically-shaped meat based food product. So named for its resemblance in size and shape to the male penis, minus the mushroom "head" or glans-like bulbous anatomical feature at one end. Also can be abbreviated to "H.D." or "HD's" (plural) for added trendiness & urban hotness, or when uttered in public places or among mixed company.
"Are you hungry? 'Cause I'm gonna fry up some headless dicks here for us." Or, "Chet's gonna make his famous Headless Dick Fricassee for dinner tonight!" And "Can we go to Albertson's? I need to get some milk, butter, and HDs!"
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a guy who is doomed to roam the earth looking for some head which he has sadly never gotten
a close but slightly more sad cuzin of a perma-virgin
person1:why is he talking to them fat chix...
person 2:hes a headless horseman...hes trying to find some head so his soul can rest
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The extremely rare occurance of a penis with no head.
What? Do you have a hydra?
No..its headless horseman.
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An alcoholic mixed drink invented in San Francisco which combines one part straight Jameson and one part straight Jack Daniels. "Headless" because you have to be stupid to order it and "horseman" because you need to be able to have the tolerance of a horse to drink it.
"Bartender, I'd like one headless horseman please"
"You seriously want me to mix jack Daniels and Jameson?"