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Cowboy Style

You insert your dick into a random girls asshole or pussy and proceed to get on her back to ride her like a horse. You get extra points if you ram her head into the wall so you don’t get sued for sexual assault because she just can’t seem to remember anything from last night.
Guy1: Bro, I just fucked that girl Cowboy Style good thing she won’t remember anything.

Guy2: Thats good bro!
by ThisIsMyKingdomCum March 25, 2020
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Cowboy Handshake

A handjob given in order to receive a small recompense.
I gave Doug a cowboy handshake for a ride home from the mall.
by voodov January 2, 2012
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Cowboy Hipster

Those who spend their time shaving their facial hair in odd ways specifically for parties with themes you wouldn't know about. They tuck their non-Levi's jeans into their vintage cowboy boots and stop at random ranches to take pictures with their Canon Rebel. Often fans of Miike Snow, and spend their spare time making their own random songs on their iPhone.
Their diet mainly consists of taquitos and wine.
Typically found in Santa Ynez, California, or in caves far far away from civilization.
Wow, he's wearing turquoise colored boots and has a camera around his neck? Must be a cowboy hipster.
by Asparagus Face July 24, 2012
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cowboy will

Its almost the same as a cowboy max which is almost the same as a cowboy dan, but when u sick yer dick up there butthold u use lube and yell Cowboy Will!!!
Will Loves Krista sooo Much!
by Daniel Pritschow November 10, 2004
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cowboy culture

1. A "culture" defined as getting shit done by whatever means necessary. It's usually largely opposed by sixsigma assholes and lazy university graduates who lack the common sense and hands on work ethic needed to make anything work.
Newest 6s/phd CEO of company: "We wirr be a moving away a from the "Cowboy Curture" in the coming years and moving towards a direction of failure. Wiz these new changes you will all be out of jobs."

Cowboy Culturee: "What a dumbass."
by Sir Francis Bacon, common man November 28, 2011
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cowboy penis

ruff ridin' ass-less chapped pink oboe.
I was horny but that tequila gave me the "cowboy penis" edge.
by Nephi Sagnureee.#@%? May 16, 2006
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Cowboy Bebop

by bollshoot February 24, 2021
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