Alan Jackson

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Alan Jackson's 1992 album A Lot about Livin’ (And a Little ’bout Love) generated five hit singles, including “Chattahoochee” and “Mercury Blues.” His music video for "Chattahoochee" famously featured Jackson water skiing with ripped jeans and a cowboy hat, as well as tubing while playing guitar.

From "Chattahoochee" music video

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In his music video to his hit song "Chattahoochee," Alan Jackson water skis wearing ripped jeans and a cowboy hat

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