After winning the Sing On competition, singer Jessie Bello is riding a career high. She's doing well on the music charts and seems to be living a fairytale-esque life. Yet, after a photo gets leaked, her publicist tells her that the only way to save her reputation is to date Carson, a singer from the hottest new band in town. However, there's also someone important in Jessie's life that she may be falling for. Will they work out or will it be a failed showmance?