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riding the cotton cowboy

When a girl is horny and straddles their pillow and grinds on it to get herself off..
I got caught riding the cotton cowboy, so I was told to wash all the pillows now
by JuicyTroll June 21, 2015
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One Eye Willy Sex Cowboy

A person who is an absolute Waco Kid sex cockslinger in bed who has the ability to hit the penetration center of the naughty hole with complete precision.
Yeah I have lines of thirsty mammas at my front door. Probably because they are here to visit the local One Eye Willy Sex Cowboy who's going to make them feel the wildest of the West!
by Giggister March 1, 2019
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Related Words

new generation cowboy

the new generation cowboy is a city slicker that says he's the hottest cowboy on TikTok he calls a donkey a horse, he also has frosted tips and drinks white claws and calls them beer, he has a Jeep and calls it his bad *bleep* truck, he makes fun of Taylor Campbell and thinks the the PBR is FAKE bull ridin there is so many things wrong with him I can go on forever
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bud light cowboy

A bud light cowboy is a person who thinks drinking beer and driving a truck makes them country. Typically lives in a a big house off daddy's money. Loves post 9/11 "country" " music".
does that bud light cowboy really think he's country? How cute.
by SmashTheState August 16, 2023
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wear the hat ride the cowboy

wear the hat ride the cowboy - You’re having sexual relations the person who’s hat you’re wearing.

A practice in the south, at least in Texas, where a guy will give you his hat to let other guys know you are taken.
“Omg, Amy! Randy gave me his hat,” said Julia.

You know what that means,” said Amy.

“No,” said Julia.

wear the hat ride the cowboy,” said Amy. Ok
by Green carrot June 1, 2023
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$miley vs. Cowboy

Two people fighting like a madman or loving your friend so much that you fight them for stupid reason
Will:yo guess what's happening

Billie: wot?
Will:there's a fight going on $miley vs. Cowboy style

Ig:untitled_k2ng

Twitter:POPTARTS86
by POPTART$ March 10, 2023
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urban cowboy

When one is "hitting it from behind" and upon the point of climax, one whispers in the ear of the fuckee that he has a STD (sexually transmitted desease). Then one holds on as tight as he can as she/he tries to get away.
I can't believe I recieved an urban cowboy from my co-worker.
by Mike the great one April 2, 2004
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