Tour manager, Olivia Jade, has been on the road for fifteen years. The road life can be frequently chaotic and although Olivia loves the camaraderie and spontaneous hook-ups with women she meets and will never see again, her job isn't exactly set up for finding (and keeping) the one. During her hiatus to figure out what's next, Olivia is offered the job of tour managing pop icon, Peyton Davis' world tour. She weighs out her options on going out on one last adventure. Her mom always says, "you just never know what you're going to find when you least expect it."

On the face of it Peyton is living the dream. A pop star at the top of her game, about to headline arenas around the world. But the reality of being Peyton Davis off stage? That's another story. Her relationship with her family is challenging, and after years of being with her boyfriend, she's beginning to realize that her relationship is far from happy. Peyton feels stuck and she can't seem to shake the feeling that the bigger her career gets, the more the cracks in her life are beginning to show. Her relationship, her career, her future all are swirling around when she begins to share meaningful looks with her beautiful, if a little guarded, tour manager. With everything that's going on, a crush for the first time on a woman and her employee no less, was the last thing she needs. But as time went on their connection becomes impossible to ignore. When both of their pasts start to stir up their present, the tension, insecurities, and jealousy only seem to make things worse. Will their love survive the obstacles when the world is watching?