Just when you thought it couldn’t get better for Lady Antebellum frontman Charles Kelley, he got extra lucky gambling in Sin City over the weekend. The country singer won a few thousand dollars at roulette and decided to spend it on a new gown for his wife, Cassie McConnell, to wear to the Billboard Music Awards Sun day night. Kelley’s winning streak continued when his band won for top country song. The multi-Grammy-win ning Antebellum crew cele brated afterward at Aria Resort & Casino’s Union Restaurant & Lounge.