midnight cowboy

A female who "rides the bull" at night
AKA
Intercourse when the female is on top of the male "riding" him.

That girl is one hell of a midnight cowboy, she's wild

by Ranch October 22, 2004

Drugstore Cowboy

A popular internet blogger and vlogger, known for his retellings of near-misses with the moderately attractive "ho's" that he attempts to score with throughout the San Fernanado Valley.
The Drugstore Cowboy is recognised for his creative vocabulary when identifying different types and attributes of the female and her anatomy.

See also "Drugsto' Cowboy" in Urban Dictionary.

"She started askin me all kinda questions about Terrance but I wanted to keep the conversation on the two of us so I broke teh news to her about his lazy eye and how he smells like Fritos."
-From the blog, "Ho's and the Olympics" by The Drugstore Cowboy

by Ryan Bodel January 3, 2009

Cowboy Coffee

Reverse cowgirl sex before 10am that concludes when the woman lifts her ass into the air before orgasm and projectile shits into the man's mouth.

The best part of waking up is morning sex followed by a steaming hot cup of cowboy coffee, straight out of your lady's ass.

by A. Beaverhausen June 27, 2014

Sedona Cowboy

When yo hoe let’s you put your mushroom headed meat hog in her mouth and drains your sack like a broken balloon only to feel your manliness push and pop against her cheek while flinging your baby batter like a slobbering St. Bernard.

My hoe loves St. Bernard’s like she loves a Sedona Cowboy

by Daggerosso October 20, 2019

inverted cowboy

When a girl inverts the vagina then shits on the mans dick for lube to insert it easier and be woman has to be fat and has STDs

Danny laid down while shawna inverted her vagina and shit on Danny's dick and then proceeded to fuck him with her fat STD body

~~~~~~~~~~~~~~~~~~~~~~~~~~~~hey! Danny! Let's do an inverted cowboy!

by DirtyCowboyMan69420 April 11, 2017

Backwards cowboy

When Adam hall hits the juul to hard that his body did a backwards cowboy

Adam did a backwards cowboy on Vesna

by Adamwilllllletttt December 19, 2018

schizophrenic cowboy

a person who is completly random

bob- look at that guy over there
steve- damn, what a schizophrenic cowboy

by OaklandRaiderEJ May 2, 2011