sexy cowboy 

Exactly what is sounds like. A sexy boy who is a wannabe cowboy

Kid 1: Did you see that sexy boy over there?
Kid 2: Ya. I heard he wants to be a cowboy.
Kid 3:He's a sexy Cowboy!

sexy cowboy by Lucille😏 July 7, 2023

riding the cotton cowboy 

When a girl is horny and straddles their pillow and grinds on it to get herself off..

I got caught riding the cotton cowboy, so I was told to wash all the pillows now

riding the cotton cowboy by JuicyTroll June 21, 2015

One Eye Willy Sex Cowboy

A person who is an absolute Waco Kid sex cockslinger in bed who has the ability to hit the penetration center of the naughty hole with complete precision.

Yeah I have lines of thirsty mammas at my front door. Probably because they are here to visit the local One Eye Willy Sex Cowboy who's going to make them feel the wildest of the West!

One Eye Willy Sex Cowboy by Giggister March 1, 2019

new generation cowboy 

the new generation cowboy is a city slicker that says he's the hottest cowboy on TikTok he calls a donkey a horse, he also has frosted tips and drinks white claws and calls them beer, he has a Jeep and calls it his bad *bleep* truck, he makes fun of Taylor Campbell and thinks the the PBR is FAKE bull ridin there is so many things wrong with him I can go on forever

DO NOT BE A NEW GENERATION COWBOY

new generation cowboy by someone.that.dont.like.joe April 9, 2021

bud light cowboy 

A bud light cowboy is a person who thinks drinking beer and driving a truck makes them country. Typically lives in a a big house off daddy's money. Loves post 9/11 "country" " music".

does that bud light cowboy really think he's country? How cute.

bud light cowboy by SmashTheState August 16, 2023

wear the hat ride the cowboy

wear the hat ride the cowboy - You’re having sexual relations the person who’s hat you’re wearing.

A practice in the south, at least in Texas, where a guy will give you his hat to let other guys know you are taken.

“Omg, Amy! Randy gave me his hat,” said Julia.

“You know what that means,” said Amy.

“No,” said Julia.

“wear the hat ride the cowboy,” said Amy. Ok

wear the hat ride the cowboy by Green carrot June 1, 2023

$miley vs. Cowboy 

Two people fighting like a madman or loving your friend so much that you fight them for stupid reason

Will:yo guess what's happening

Billie: wot?
Will:there's a fight going on $miley vs. Cowboy style

Ig:untitled_k2ng

Twitter:POPTARTS86

$miley vs. Cowboy by POPTART$ March 10, 2023