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

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

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

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

horny cowboy

A man with an abundance of joy in his pants. Men named Matt are often defined as such. Favorite positions are cowgirl and reverse cowgirl. Let the women ride until they're warm through before they hop off the saddle.

Did you see Matt the other day? Yeah he's a horny cowboy!! That girl would not get off his saddle.

by horneeslutt69 September 27, 2017

Cowboy hug

When you bear hug another man and shape your two fingers and thumb like a gun to finger his arse

Don't make me give you a cowboy hug

by Shimoss March 30, 2023

moaning cowboy

a fucktruck texan who spealizes in ass, alaskan pipelines, and bunging the booce

"Jacob sure is a moaning cowboy"

by cryptologies May 6, 2015