Cowboy RyRy

This one sexy ass sex-worker

Yooo Cowboy RyRy is that bottom bitch

by Heyyuhhhhhh May 23, 2025

Cowboy

Modern day tradesman. Men who keep the world moving.

This construction site is full of cowboys

by Cowboy Kentucky 93 April 27, 2022

walk the cowboy

Man wearing a cowboy hat while his female partner is holding his legs up and fornicating him with a dildo.

My boyfriend and I are going to walk the cowboy tonight! It was the first time I was in control!

by StellaNaughtBerry October 2, 2021

Wannabe Cowboy

An individual, usually male, that attires oneself in Western Wear for the sole purpose of getting attention. Normally has no logical reason for said attire, as the individual in question did not grow up on a ranch, and did not have a career attempting to remain upright on an angry bull.

Usually spotted at "Line Dancing Night", other bars, or in major metropolitan areas trying to be "cool" hundreds of miles away from the nearest real "Cowboys".

Usually are going through an identity crisis and treat women like horse shit which they have never stepped in.

Identified by; cowboy boots, plaid shirt, t-shirt that has nothing to do with country at all, and a pre-requisite "Cowboy" hat. Big silver belt, The most desperate will also showcase a "Bolo" tie, which can be used to strangle the offending "wannabe".

Favors weak, tasteless, flaccid beer such as "Budlight" or "Budweiser" or "Coors".

"Look at that wannabe cowboy, the only heiffer he's touched today is that fat girl he's grinding"

by Zkskwlcjdksldkck March 15, 2018

Cowboy Lemonade

Hot n' foamy piss from a flaccid man in cowboy boots.

"Hey have you ever tried cowboy lemonade?"

"Actually yeah, I have it on the tap if you know what I'm sayin'"

by Anonymous_012398 July 1, 2022

Cowboys Ride

A type of fetish where a male lays down naked and another male rides his shlong and the dude laying down jerks the male riding him until he creams

Hey dude
Hm
Want me to give you a cowboys ride?

Sure why not

by Darianyen September 27, 2025

Cowboy Cop

A type of police officer. Prefers large caliber revolvers, .44 Magnum for example, over the traditional semi-automatic handguns. Also uses a thigh or drop-leg holster instead of a typical duty belt holster. May use phrases such as, "If leather were brains, he wouldn't have enough to saddle a junebug" or "He's about as useful as a screen door on a submarine." A cowboy cop will usually be very "Rick Grimes-esque"

Carl Grimes- "My dad is such a cowboy cop, he even carries a Colt Python while on duty."

by Agent_007 November 23, 2014