on a cowboy boot

What you say to someone when prompted with a question you don't know the answer to.

(During an infomercial selling a Panini grill.)
Kathy Mitchell: Do you like sandwiches, have you had a Panini before?
Steve Brule: On a cowboy boot.
(Infomercial stops; awkward pause.)

by Nalyd1 July 10, 2010

The Brown Cowboy

This is the act of ejaculating deep inside a girls asshole without her knowing it's about to happen. As she becomes comfortable with a little fingering of the Brown eye as you fuck her, you make your move! Pull your pistol and saddle up her back door for the ride of a lifetime! It's certain to end with a bang! If she likes it, then youll know you found your philly!

The Brown Cowboy is the act of ejaculating in a girls ass without her knowing it's about to happen. Also used as a test to see if she's a keeper.

Bro! I think I'm I'm love! I pulled the Brown Cowboy last night and she liked it!

by Sean Day Lou Swahili Swag September 1, 2016

rootin tootin cowboy shootin 2

rootin tootin cowboy shootin 2 is just a better version of Red Dead Redemption 2

Let's play some rootin tootin cowboy shootin 2

by ⒾⓐⓜⓈⓄⓊⓅ December 28, 2018

dayvan cowboy

An individual who boldly parachutes from the stratosphere down onto a surfboard in the ocean.

Bobby became a dayvan cowboy just last thursday

by battle_pope June 30, 2006

Censorship cowboy

Someone who spends much of his time finding new and better ways to help others get around internet censorship or word filters. Often students or people in highly censored countries. Usually the people that believe firmly in freedom of information and free speech.

Kid: Hey, this suxxors, i can't get to youtube at school.
Censorship cowboy: Here, try this. It works every time.
Kid: Thanks man! You rock!

by Jason Zig February 24, 2008

TJ cowboy

A dude from Tijuana, Mexico, wearing rustic Southwestern attire.

"TJ cowboys hang around - Sleeping in the sidewalk with a Burger King crown
Never wake 'em up - Mas cerveza - Til the rooster crows Vatos de gallos..."

by jadawolf June 11, 2008

Solemn Cowboy

The state of being where one is so inebriated, that they sit and stare in dead silence as if they had just killed a man, and continue to drink to forget.

"Dude, Marc has been sitting in that chair all silent for the past hour sipping that rum. He's a real solemn cowboy right now."

by ElektrikDynomite July 5, 2012