This requires two men to be performing the cowboy position on their sexual partners. They also have to be perfectly aligned with each other because when the two men ejaculate simultaneously they kiss, hence Cowboy Kiss.
Joe: WASSSSUPPPPPP!
Chris: Nothing, just chilling out relaxing after a few cowboy kisses with Mateo.
Joe: Dude, you're fucked up....
by Two Spoon Destroyer November 30, 2020
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Man wearing a cowboy hat while his female partner is holding his legs up and fornicating him with a dildo.
My boyfriend and I are going to walk the cowboy tonight! It was the first time I was in control!
by StellaNaughtBerry October 3, 2021
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Damn that cowboy crotch reminded me of my favorite Disney movie Dumbo. That shit was rode hard n put away wet.
by Dr. D000m March 8, 2012
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When a person likes to lasso the tampon string with their finger before pulling it out
Girl: I can’t, I’m on my period...
Boy: Don’t worry, I’m a cunt cowboy
by Tootsie Tits February 25, 2018
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A slang term for fried cow vagina. A specialty meat consumed primarily in the American southwest.
Hell yeah, Hank, come on down! We just got back from the butcher and we're fryin' up some cowboy donuts!
by Megamickel June 29, 2019
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A) verb, to- to get one's news from doc-med sources such as Facebook, Twitter, etc...

B) noun- the actual news that one reads on soc-med
If you are a fan of a cowboy update definition b), and want to get a cowboy update definition a), please learn how to think critically.
by Sexydimma May 27, 2017
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when driving country roads late at night and approaching a four way intersection, instead of stopping, you turn your headlights off to see if headlights are coming from the other directions: no lights means green lights.
While evading the laws, I cowboy stopped at two intersections going 85mph.
by pfoggy March 17, 2022
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