Driving like a cowboy

When you drive to work and someone drives like an out of control cowboy and almost kills himself and everyone around him and then you get to the red light and that asshole is there along side you !! Boy you got far !!!!

Driving like a cowboy gets you nowhere fast !!

by anonymous May 6, 2021

Cowboy casanova

When girls fuck more than 1 more at a time all night long

I fucked Jared and jensen last night for 5 hours as a cowboy casanova.

by Madisonxo March 27, 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

Caviar Cowboy

A bougie cowboy. Someone who appreciates the finer things in life and probably vacations in Aspen or Jackson Hole. Only wears cowboy boots at the bar. Here for the vibes and the vibes only.

Did you see Sarah bought a pair of Lucchese boots and a Kemosabe hat? She's such a caviar cowboy.

by uncleross May 20, 2024

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”

by ClassyKit November 12, 2023

Death cowboy

Someone who rides the line between life and death, sometimes switching between the two repeatedly.

"your alive after that!? Damn, you go death cowboy."

by IceUnderWater March 28, 2024

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.

by TangTime April 9, 2023