dangerous cowboy

while fucking her from behind, cup onto her tits and say "these feel just like your sister's"
try to stay on/in for 8 seconds.

i pulled the dangerous cowboy on my gf last night. needless to say she isnt my gf anymore.

by bellzzzz October 27, 2009

subdivision cowboy

a guy who adopts a pseudo-country aesthetic and personality while living in a suburban area. can be seen cruising around the subdivision in their unbeaten lifted chevy silverado, listening to morgan wallen with their blonde spray tanned girlfriend in the passenger seat. probably has fluffy well kept hair and works for their dad's contracting company.

He's never felt dirt on his hands in his life, he's just a subdivision cowboy!

by 123890567 July 19, 2025

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

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

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

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

cowboy cunt

a person who only wears classic leather cowboy boots, occasionally a big hat, and denim, especially jean jackets

aye look at that cowboy cunt walking down the street

by m305 October 15, 2019