Cowboy Bepop

When a girl is riding a guy cowgirl style and just before he is about to come, she punches him in the face. In his confusion he finishes as his eyes well up with tears.

My girl was upset I didn’t give her money to get her nails done. Later that night my girl was riding me and cowboy bepop-ed me right in the face, now I have a black eye.

by celloRav3 August 26, 2022

tube cowboy

When you justify purchasing dope cowboy boots for a Texas wedding by wearing them when you get home on the tube in London… nice work bobo!

D-Rock didn’t Google “tube cowboy” but if he had, he would have found this…

by OGProperSean December 3, 2021

Won-Ton Cowboy Hat

When a woman's vagina your head and neck whole getting a Chinese massage.

Man she climbed on the table, started rubbing my back & gave me a Won-Ton Cowboy Hat.

by Lib-Lab June 9, 2017

Naughty Cowboy

When a gay guy dressed as a cowboy rides you whilst you thrust into his ass like theirs no tomorrow, it ends when your about to cum and the guy riding you screams “Fill me up Daddy”

Hey Ryan what’s up?
Not much
Do anything interesting last night?
Yeah, I found out that Tyler likes to be a Naughty Cowboy

by The Real Queer Cowboy March 4, 2022

coldwater cowboy

Full time boat cruise captain, part time lumberjack, sometime supervisor.

The "Coldwater Cowboy" is most noted for leaving a fiasco in his boat wake, a disaster in his wood chips and a few tears in the hoistway.

by SEABISCUIT797 July 10, 2024

Cowboy hat

A certain type of hat that is wore by people who want to be fucked in the asshole

That gay dude over there just put on a cowboy hat

by Cowboysteve January 15, 2023

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