Urban Cowboy 

A man, typically one in a Ford F-150, who drives to their 9-5 desk job where they brag about how much of a badass they are, afterwards they go home to their wife who doesn’t want to have sex with them due to their small penis

Why does John wear a cowboy hat and drive such a big truck that he doesn’t need?

Oh he’s an Urban Cowboy

Urban Cowboy by BigDaddyBigBoy March 17, 2023

Reverse cowboy scissor 

When a guy and girl scissor with a double sided dildo but the guy is in reverse because, well his hole is in the back.

My girlfriend refused to peg me so I opted for the reverse cowboy scissor.

Reverse cowboy scissor by TangTime April 9, 2023

Reverse cowboy scissor 

When a guy and a girl scissor with a double sided dildo but the guy is in reverse because well, his hole is in the back.

My girlfriend refused to peg me so I opted for the reverse cowboy scissor.

Reverse cowboy scissor by TangTime April 9, 2023

Fishy cowboy maid 

A fishy cowboy maid is a man woman etc who was born as a southener. The person would work or own a fish shooand talk about wearing a maid outfit often.

Random person 1: Hey you work in a fish shop dont you Raylad
Raylad: *comes out in a maid out fit with cowboy boots and speaks in a southern accent*: yeah why?
Random person 1: Because your a fishy cowboy maid!

Fishy cowboy maid by Hiba fucking jiba April 19, 2023

Blowfish Cowboy 

Closeted married men who often preach their straightness to their friends but can be found at gay orgies typically in the cowboy position

You hear John’s wife caught him at a gay orgy? I had no idea he was a Blowfish Cowboy!

Blowfish Cowboy by Crinklecutcucumbers July 18, 2023

plastic cowboy 

a plastic cowboy is a suburban person who larps as a cowboy in really lame ways. thinks driving on a gravel road once a month and listening to their local country music station on occasion makes them a cowboy. probably wears a hat and boots to their indoor job.
Like a bud light cowboy but worse.

post 9/11 "country" music is just acoustic pop for plastic cowboys.

plastic cowboy by SmashTheState August 20, 2023

The Cowboy Hat Rule

Put simply, if you wear the hat, you ride the cowboy

“I saw Jamie wearing a guys hat when she was out on the town the other day”
“You know the cowboy hat rule - you wear the hat, you ride the cowboy”

The Cowboy Hat Rule by ClassyKit November 12, 2023