Headless Horseman

The extremely rare occurance of a penis with no head.

What? Do you have a hydra?
No..its headless horseman.

Headless Horseman by Scotsburn July 28, 2009

Headless horseman

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?"

Headless horseman by Halbert9000 September 8, 2017

Headless Horseman

While driving a car, the driver gives the passenger oral pleasure.

I gave that bitch a headless horseman while driving to her parents house.

Headless Horseman by Matt McL. Helped by Eric January 16, 2009

natural horsemanship 

Something that was invented by "horse whisperers" to promote their lines of yacht rope tack and training sessions/clinics which usually consist of chasing your horse's ass around it's front feet and shaking a lead rope at its face to make it back up. Mostly used by people who have virtually no control over their horse and have way too much time on their hands.

"Have you got your horse back from the natural horsemanship trainer yet?"
"No, It's been 90 days and they just got on him yesterday so he's not ready to come home yet"

natural horsemanship by bootsnspurs September 14, 2012

The Armless Horseman 

The act of vigorously fucking the empty sleeve of one's winter coat, often leather. In the act of Armless Horsemaning the person usually ejaculates into the sleeve of said winter coat.

My roommate just did The Armless Horseman into my new leather jacket!

The Armless Horseman by PerkinsHadSexWithFiala December 17, 2010

Headless Horseman

The disappearance of the head due to the act of shoving it up a vagina.

I dove my head in vertical and performed the Headless Horseman.

Headless Horseman by Goods and Wares May 19, 2006

Bojack Horseman 

A spasticated, autistic horse called Tyler Cornelius and he has the same hair style as sonic the hedgehog because Tyler is a smelly nonce and a pedo

Tyler is a dumbass horse thst has mentally stupid autism this defines the word Bojack Horseman

Bojack Horseman by BenKeenan03 May 28, 2019