cowboy underwear

Sunrise in front and a trail behind you! (Stained undies)

Wow! Those are some stained undies; they look like cowboy underwear.

by bearvalleydb February 25, 2015

Cowboy grant

A guy named Grant who always acts like he lives in the countryside and thinks he is a redneck.

Hey where is cowboy grant?
He’s polishing his cowboy boots

by K_L_M16 November 26, 2018

cowboy song

One of Thin Lizzy's greatest tracks. Arguably one of the finest songs ever written, the guitar can leave you in a mess after twenty straight orgasms.

"Hey dude, have you heard cowboy song?"
"Yeah man, needed a mop for the semen on the ceiling afterwards though"

by FretWizard February 2, 2014

sad cowboy

someone who is lonely and jealous of their friends who are in a relationship.

guy 1: that girl must be single.
guy 2: why do you say that?
guy 1: because she's looking like real sad cowboy over there

by littlecowboy3 March 17, 2020

Anal Cowboys

A gang founded in 2007 in Otaki, New Zealand.
Well known for travelling New Zealand and having GOOD TIMES!!
Sponsored by Dou Bros.

Man those Anal Cowboys are so hardcore... at having good times!!

by stupid retard January 24, 2019

Coronado Cowboy

Less than; a fake; a poser. ALSO: a traditional rough neck who's been caught doing things unacceptable on a cattle drive, such as enjoying fresh Mimosas & getting mani/pedis, using hair conditioner, et cetera.

"Did you see Johnny in the field last week?"
"Man, that Coronado Cowboy ain't shit. I saw him having brunch on Sunday!"

by J. William January 4, 2022

Cornbread cowboi

A small town country feller down on his luck who seeks fun in local bars and loves to take big dumps at gas stations.

Man that volunteer firefighter loves to party and listen to old country music. Must be a cornbread cowboi

by Uncle Otis April 7, 2023