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A sexual term meaning to dress in cowboy boots and a hat and sometimes bandanna and face your partner to the sunset as you mount her doggie style and yell "Yee Haw"
Last night I gave my girlfriend an ass cowboy after we watched westerns.
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Another word for hemorrhoids they're just cowboys on your asshole ig.
"Wow Melissa those ass cowboys are really gettin to me today, feels like a whole herd of cows stamped over my asshole"
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