Cowboys don't cry

A song made by the popular singer, Oliver Tree

That song Cowboys Don't Cry is a banger

by SadBoiTimez March 22, 2022

Michigan Cowboy

Sexual Position Involving 2 people roleplaying their idea of what Cowboys from Michigan would do.

Have you tried the Michigan Cowboy with your new GF? It’s so much fun.

by Michigan Man Handler March 26, 2022

Cowboy Bebop

Peak fiction, the best anime ong frfr

Cowboy Bebop is the best fuckin anime ever, bro

by c4shs March 28, 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

Camera Man Cowboy

Fucking ticket stealing asshole

Person 1: The Camera Man Cowboy just stole my tickets again

Person 2: That fucking sucjs

by BigPeng26 October 11, 2021

Cowboy Creampie

When someone is wasted enough to eat a hot steamy whippet load in his Halloween cowboy hat

Josh got cowboy creampied after the club on halloween

by FirelordOG November 1, 2021

Cowboy Core

A very rare aesthetic mostly populated by girlbosses, malewives, twinks and beta-cucks. The clothing is twink-ish but with a twist, usually mixing in something like a cowboy hat or boots. The music is either mitski or dad metal. The humor/dialect is probably something you would die laughing at or disappointing. Most people in the Cowboy Core aesthetic can be considered as "submissive and breedable.".

Mark is looking submissive and breedable, do you see that fluffy cowboy hat? He must be apart of Cowboy Core.

by Lampshade.hat September 10, 2021