White Saddle Cowboy 

A sexual position in which a woman is on her hands and knees and a man is sitting on he back or giving it to her anally. To make it a side saddle cowboy the man pulls his penis out of the woman's anus and moves up her back and slides down her left or right side as she tries to buck him off like a bull. In the end the man cums on the underside of the woman's breast.

I did a white saddle cowboy with Cindy last night.

White Saddle Cowboy by BING BONG BROTHER December 2, 2009

Faggot with a cowboy hat 

State trooper whos being a complete asshole.

Hey Mom i got thrown in jail by a Faggot with a cowboy hat for calling him a Faggot with a cowboy hat.

Faggot with a cowboy hat by TaxemicHOLT January 21, 2011

space cowboy 

a F2PMMORPG involving spacecrafts called gearsand shooting down other gears which can be both NPCSor online players. Also known as Ace online in some countries, but most commonly known as Space Cowboy in north america

Let's play Space Cowboy!

yay! i'm level 2 in Space Cowboy!

space cowboy by george_washington_HOLLA! December 26, 2008

penis cowboy 

Occurs when one man spreads barbecue sauce (preferably Bull's Eye) on another man's scrotum. The man who spread the sauce then proceeds to lasso the scrotum to the point where the blood stops flowing to the penis, thus forming a tip resembling that of a cowboy's hat.

Hey Johnny, you should really watch out for the penis cowboy. I've heard of some weird things going on at that place.

penis cowboy by JayJayDesaree January 27, 2007

Naughty cowboy

When a person is strapped face down to all four corners of a bed with whips and is then analy penetrated by a horse

Oh man, this chick was riding me all night and wouldn't stop, so I gave her a naughty Cowboy

Naughty cowboy by Naughty cowboy December 18, 2014

Easy Listening Cowboy 

A derogatory term homosexuals, most often ones wearing cowboy hats.

Did you see that guy with the pink cowboy hat, he is such an easy listening cowboy.

Easy Listening Cowboy by Just Bart June 2, 2011

Anal Cowboy (Cowgirl) 

Similar to Butt Pirate and Rump Ranger but it could go for both sex.

Riley is an Anal Cowgirl

Austin is an Anal Cowboy (Cowgirl)

Anal Cowboy (Cowgirl) by AustinJP August 27, 2008