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41. Nelly "Ride Wit Me" (2000)

Director: Marc Klasfeld
Album: Country Grammar

When Nelly first set foot on the scene, he was heavy into promoting this notion of "Country Grammar." The idea of being "country" varies within cultures in the U.S., and in the video for "Ride Wit Me," Nelly brings them both together. He rocks a cowboy hat as he guides two tractor trailors filled with dance parties along a highway. They eventually land at a rest stop where they open the party up to a bunch or rednecks. What an awkward but effective way to promote unity.

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