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)

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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