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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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 16, 2015
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