During Chesney's January 16 appearance on The Tonight Show Starring Jimmy Fallon — sporting his trademark cowboy hat, of course — he told a true story of how he once booked a young Taylor ...

Chesney, dressed this night in a black, sleeveless Henley, green pants, black-and-white Air Jordans, a silver necklace and his trademark straw cowboy hat, exudes energy as he navigates the Sphere ...