coldwater cowboy

Full time boat cruise captain, part time lumberjack, sometime supervisor.

The "Coldwater Cowboy" is most noted for leaving a fiasco in his boat wake, a disaster in his wood chips and a few tears in the hoistway.

by SEABISCUIT797 July 10, 2024

bloody cowboy

When the time right, but time month is wrong. One must remove the tampon, holster it is as a lasso, and swing it around flinging blood everywhere, while yelling yeehaww ,thus resembling a cowboy lassoing a bull.

Omg Finley, no way you got with that trany last night

Finley: Dude I went bloody cowboy with her/ her all night

by meoooowowwwwwww May 29, 2025

Cowboy hat

A certain type of hat that is wore by people who want to be fucked in the asshole

That gay dude over there just put on a cowboy hat

by Cowboysteve January 15, 2023

Naughty Cowboy

When a gay guy dressed as a cowboy rides you whilst you thrust into his ass like theirs no tomorrow, it ends when your about to cum and the guy riding you screams “Fill me up Daddy”

Hey Ryan what’s up?
Not much
Do anything interesting last night?
Yeah, I found out that Tyler likes to be a Naughty Cowboy

by The Real Queer Cowboy March 4, 2022

coulo cowboy

Rectum rider

Alejandro is a coulo cowboy

by sealion8 October 14, 2020

Emo Cowboy

A boy who wears cowboy boots, a cowboy belt, and a cowboy hat but is also tired and sad and shows no emotion. Also known as mike or mike & Ike

AVA: "look at mike & Ike over there, he is SUCH an emo cowboy"
CHASTER: "for REALLL"

by UglyRAtAYEE February 17, 2022

vegan cowboy

Someone who dresses and acts like a cowboy, but does not exploit or use animals for any purpose and is anti-speciesist. (Ex: no bull riding, horse riding, consuming animal products, etc) Vegan cowboys are also mainly homosexual and Mexican, so instead of riding horses, they ride each other.

Yes I am a cowboy, just because I don’t ride horses does not mean I am any less. I’m just a vegan cowboy.

by Gekkorotto October 12, 2019