Nautical cowboy

Sex on a jet ski in cowgirl position while on the ocean
After I rolled her from her starboard side, she rode me in the nautical cowboy till the seals came home
by Nickrad158 July 27, 2018
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bloody cowboy

When the time right, but time month is wrong. One must remove the tampon, holster it is as a lasso, and swing it around flinging blood everywhere, while yelling yeehaww ,thus resembling a cowboy lassoing a bull.
Omg Finley, no way you got with that trany last night

Finley: Dude I went bloody cowboy with her/ her all night
by meoooowowwwwwww May 30, 2025
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Cowboys Comeback

When the Dallas Cowboys lead their fans on by closing a large point gap in the fourth quarter, making it seem like they’re going to win, just to end up losing yet another game. Typically involves a stupid play call, bad call by a ref, or turnover.
Don’t get your hopes up, it’s probably just a cowboys comeback...
by NotACowboysFan October 04, 2020
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cowboy cunt

a person who only wears classic leather cowboy boots, occasionally a big hat, and denim, especially jean jackets
aye look at that cowboy cunt walking down the street
by m305 October 16, 2019
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Snow cowboy

The snow cowboy is jack. Jack doesn’t ride a horse he rides a bad ass 4wd avalanche that never gets stuck because us of the combination nations of the horse power of the truck and the sex appeal of jack.
Oh no my truck is stuck who should I call? Call the snow cowboy he can I’ll you out and get you pregnant in 5minuets.
by Laykes dad February 20, 2021
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Cowboy handshake

A game in which two parties grip each other's hand as hard as they can. When one person loses grip their hand will be crushed, after which the winner will loosen their grip. (Play at your own risk)
I did a cowboy handshake with John and my hand still hurts like hell
by Just Jesus Christ January 27, 2021
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Urban Cowboy

A man, typically one in a Ford F-150, who drives to their 9-5 desk job where they brag about how much of a badass they are, afterwards they go home to their wife who doesn’t want to have sex with them due to their small penis
Why does John wear a cowboy hat and drive such a big truck that he doesn’t need?

Oh he’s an Urban Cowboy
by BigDaddyBigBoy March 17, 2023
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