Random
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Random
When a man cuts a jackolantern face in a pumpkin and jacks off into it
I heard Chris had fun on Halloween. He totally did the headless horseman to Mrs. Grossman's jackolantern.
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The girl pulls shirt over her head with a cock in each hand
Heather decided to celebrate halloween by giving mike and mike the headless horseman
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When the driver, preferably girl, gives a blowjob to the passenger. Often confused with road dome. Except this gives off the appearance no one driving the car, like the headless horseman.
Heard he got road dome!!-Jeff
Nah bitch he got dat headless horseman shit, she was driving!!!-Grizzy
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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 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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