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urban calgary cowboy

Someone who wears cowboy gear to stampede and has never stepped foot on a farm or horse .
Lots of urban calgary cowboys at this event.

Usually wear a cowboy hat for max of 9 hours or one night a year .
by THE ORIGINAL STRETCH July 9, 2022
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cucumber cowboy

A HOMOSEXUAL MAN WHO ACTS VERY STRAIGHT BUT REALLY LIKES COUNTRY MUSIC AND COCK.
Burt a super nice guy to drink but beware! He's a real cucumber cowboy
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Cowboy Lemonade

Hot n' foamy piss from a flaccid man in cowboy boots.
"Hey have you ever tried cowboy lemonade?"

"Actually yeah, I have it on the tap if you know what I'm sayin'"
by Anonymous_012398 July 1, 2022
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Cowboy Specials

Cowboy Specials are a woman's fat calves. Why? Because in the movie Smokey and the Bandit Burt Reynolds character, Bo "The Bandit" Darville, tells Sally Field (Carrie) that "Cowboys love fat calves."
"Sarah may be ugly but she's got those juicy cowboy specials."

"Hey Joe, check out the cowboy specials over by the pool table."
by Jesse Jamison August 13, 2022
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Cowboy Bepop

When a girl is riding a guy cowgirl style and just before he is about to come, she punches him in the face. In his confusion he finishes as his eyes well up with tears.
My girl was upset I didn’t give her money to get her nails done. Later that night my girl was riding me and cowboy bepop-ed me right in the face, now I have a black eye.
by celloRav3 August 26, 2022
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keyboard cowboy

Someone that goes FUCKING CrAzY behind a Twitter post or email or text but is totally harmless and rather sweet in real life.
The keyboard Cowboy walks in and says

“I need to see you immediately”. Walks into the room…. “Hi! How are things?!”
by silviasm September 2, 2022
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Gas station cowboy

by Jean_23 September 3, 2022
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