Top Definition
A sexual position in which a woman is on her hands and knees and a man is sitting on he back or giving it to her anally. To make it a side saddle cowboy the man pulls his penis out of the woman's anus and moves up her back and slides down her left or right side as she tries to buck him off like a bull. In the end the man cums on the underside of the woman's breast.
I did a white saddle cowboy with Cindy last night.
by BING BONG BROTHER December 02, 2009

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