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Cowboy JoJo

A Lucky Pierre but where the female is in a reverse cowgirl. This allows Lucky Pierre to slip a finger or additional foreign object (or both if preferred) into her anus for additional stimulation. When Cowboy JoJo cums ideally she should shout YEE-HAA!! and wave her hat in a circular motion.
Jenny and Billy and Barry were trying for a straight up reverse cowgirl DP but Barry slipped and Billy got a bit of a surprise, making Jenny the Cowboy JoJo.
Cowboy JoJo by Dr. Saucy Jack April 28, 2014

cowboy hunter 

A nasty kid who likes older black women. He breaks peoples pencils and bruises their ankles.
Cowboy Hunter and his black lover will be together forever! #yeeyee
cowboy hunter by Michael😄 June 16, 2016

cowboy hunter 

Cowboy Hunter is a nasty freaking kid who likes old black women. He breaks peoples pencils and leaves bruises on them.
Black girl: I'm in love cowboy Hunter #yeeyee
cowboy hunter by Michael😄 June 16, 2016

cowboy update 

A) (Verb, to get): to get your news on soc-med such as Facebook, Twitter and other social media sites

B) ( noun): the news items that's available through social media like the news column on Facebook' s right hand side.
If you are going to get a cowboy update definition a ), from such semi believable sources such as Facebook's cowboy update definition b), please learn how to think critically

Cowboy balls 

When your testicle's become stretched after years of hitting the saddle.
I can't nude hike anymore because my cowboy balls seem to attract briars.
Cowboy balls by Ellio's Pizza January 4, 2017

cowboy up 

( an insult used between men only: to metaphorically 'grow an extra pair of balls' ans take ones responsibilities like a grown man
Incompetent teen son: dad I got my girlfriend pregnant. What do I do?

Father: cowboy up and be a dad. And btw, I am busy ( slams door in son's face)
cowboy up by Uncle Dimma May 28, 2017