Monkey Cowboy.

From the website:

Wrangler, a capuchin monkey practices riding on the back of Bo a border collie rounding up sheep as part of his act in the Pro-Rodeo being held at the Hardeeville Motor Speedway (From way back in 2002, via Cellar Image of the Day Archive)

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this is clearly an imitation of "Whiplash the Cowboy Monkey" from the infamous Taco John's commercials.

Whiplash rides a boarder-collie and helps out people in tight situations. You when you hit a bump on the back end of a moped and drop your burrito...
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